1-氯己-2-酮

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: To a stirred suspension of 2.1 g. of magnesium and 20 mg. of mercuric chloride in 25 ml. of ether is added 0.8 ml. of propargyl bromide. After a few minutes of vigorous stirring, to this is added a mixture of 10.75 g. of 1-chloro-2-hexanone and 7.2 ml. of propargyl bromide in 25 ml. of ether, at such a rate that the reaction mixture is maintained at 25°-28° C. After addition, the mixture is stirred at room temperature one hour, cooled in a ice-water bath and 30 ml. of saturated ammonium chloride is added dropwise. The mixture is filtered through celite and washed with ether. The ether solution is concentrated to give 11.0 g. of a yellow liquid which is vacuum distilled to give 6.9 g. of product as a colorless liquid at b.p. 60°-61° C./4 mm.; PMR δ 3.62 (ABq, CH2Cl), 2.53 (d, J=3, C≡C--CH2), 2.06 (t, J=3, HC≡C). To a stirred suspension of 2.1 g After a few minutes of vigorous stirring to this is added a mixture of 10.75 g After addition cooled in a ice-water bath The mixture is filtered through celite washed with ether The ether solution is concentrated to give 11.0 g distilled to give 6.9 g

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: To a stirred suspension of 2.1 g. of magnesium and 20 mg. of mercuric chloride in 25 ml. of ether is added 0.8 ml. of propargyl bromide. After a few minutes of vigorous stirring, to this is added a mixture of 10.75 g. of 1-chloro-2-hexanone and 7.2 ml. of propargyl bromide in 25 ml. of ether, at such a rate that the reaction mixture is maintained at 25°-28° C. After addition, the mixture is stirred at room temperature one hour, cooled in an ice-water bath and 30 ml. of saturated ammonium chloride is added dropwise. The mixture is filtered through celite and washed with ether. The ether solution is concentrated to give 11.0 g. of a yellow liquid which is vacuum distilled to give 6.9 g. of product as a colorless liquid at b.p. 60°-61° C./-4 mm.; PMRδ 3.62 (ABq, CH2Cl), 2.53 (d, J=3,C≡C--CH2), 2.06 (t, j=3, HC≡C). To a stirred suspension of 2.1 g After a few minutes of vigorous stirring to this is added a mixture of 10.75 g After addition cooled in an ice-water bath The mixture is filtered through celite washed with ether The ether solution is concentrated to give 11.0 g distilled to give 6.9 g

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: To a stirred suspension of 2.1 g. of magnesium and 20 mg. of mercuric chloride in 25 ml. of ether is added 0.8 ml. of propargyl bromide. After a few minutes of vigorous stirring, to this is added a mixture of 10.75 g. of 1-chloro-2-hexanone and 7.2 ml. of propargyl bromide in 25 ml. of ether, at such a rate that the reaction mixture is maintained at 25°-28° C. After addition, the mixture is stirred at room temperature one hour, cooled in an ice-water bath and 30 ml. of saturated ammonium chloride is added dropwise. The mixture is filtered through celite and washed with ether. The ether solution is concentrated to give 11.0 g. of a yellow liquid which is vacuum distilled to give 6.9 g. of product as a colorless liquid at b.p. 60°-61° C./-4 mm.; PMRδ 3.62 (ABq, CH2Cl), 2.53 (d, J=3, C≡C--CH2), 2.06 (t, j=3, HC≡C). To a stirred suspension of 2.1 g After a few minutes of vigorous stirring to this is added a mixture of 10.75 g After addition cooled in an ice-water bath The mixture is filtered through celite washed with ether The ether solution is concentrated to give 11.0 g distilled to give 6.9 g

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: To a stirred suspension of 2.1 g. of magnesium and 20 mg. of mercuric chloride in 25 ml. of ether is added 0.8 ml. of propargyl bromide. After a few minutes of vigorous stirring, to this is added a mixture of 10.75 g. of 1-chloro-2-hexanone and 7.2 ml. of propargyl bromide in 25 ml. of ether, at such a rate that the reaction mixture is maintained at 25°-28° C. After addition, the mixture is stirred at room temperature one hour, cooled in an ice-water bath and 30 ml. of saturated ammonium chloride is added dropwise. The mixture is filtered through celite and washed with ether. The ether solution is concentrated to give 11.0 g. of a yellow liquid which is vacuum distilled to give 6.9 g. of product as a colorless liquid at b.p. 60°-61° C./-4 mm.; PMRδ 3.62 (ABq, CH2Cl), 2.53 (d, J=3, C≡C--CH2), 2.06 (t, j=3, HC≡C). To a stirred suspension of 2.1 g After a few minutes of vigorous stirring to this is added a mixture of 10.75 g After addition cooled in an ice-water bath The mixture is filtered through celite washed with ether The ether solution is concentrated to give 11.0 g distilled to give 6.9 g

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: A solution of 8.5 g (0.07 mole) of 1-chloro-2-hexanone in 25 ml of ether was added dropwise to a mixture of 8.5 g (0.05 mole) of a n-hexyl piperazine and 10 g (0.1 mole) of triethylamine in 50 ml of ether. Addition was completed in 1 hour and the reaction mixture was stirred for 48 hours. The reaction mixture was filtered and the solvent was removed. The residue was dissolved in water, basified with 50% NaOH and extracted into toluene. The toluene was evaporated and the residue was treated with a saturated solution of HCl in isopropanol. The salt was filtered and crystallized twice from isopropanol to yield 6.2 g with a melting point of 190°-192° C. Addition The reaction mixture was filtered the solvent was removed The residue was dissolved in water extracted into toluene The toluene was evaporated the residue was treated with a saturated solution of HCl in isopropanol The salt was filtered crystallized twice from isopropanol to yield 6.2 g with a melting point of 190°-192° C.

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: To a stirred suspension of 2.1 g. of magnesium and 20 mg. of mercuric chloride in 25 ml. of ether is added 0.8 ml. of propargyl bromide. After a few minutes of vigorous stirring, to this is added a mixture of 10.75 g. of 1-chloro-2-hexanone and 7.2 ml. of propargyl bromide in 25 ml. of ether, at such a rate that the reaction mixture is maintained at 25°-28° C. After addition, the mixture is stirred at room temperature one hour, cooled in a ice-water bath and 30 ml. of saturated ammonium chloride is added dropwise. The mixture is filtered through celite and washed with ether. The ether solution is concentrated to give 11.0 g. of a yellow liquid which is vacuum distilled to give 6.9 g. of product as a colorless liquid at b.p. 60°-61° C./4 mm.; PMR δ 3.62 (ABq, CH2Cl), 2.53 (d, J=3, C≡C--CH2), 2.06 (t, J=3, HC≡C). To a stirred suspension of 2.1 g After a few minutes of vigorous stirring to this is added a mixture of 10.75 g After addition cooled in a ice-water bath The mixture is filtered through celite washed with ether The ether solution is concentrated to give 11.0 g distilled to give 6.9 g

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: To a stirred suspension of 2.1 g. of magnesium and 20 mg. of mercuric chloride in 25 ml. of ether is added 0.8 ml. of propargyl bromide. After a few minutes of vigorous stirring, to this is added a mixture of 10.75 g. of 1-chloro-2-hexanone and 7.2 ml. of propargyl bromide in 25 ml. of ether, at such a rate that the reaction mixture is maintained at 25°-28° C. After addition, the mixture is stirred at room temperature one hour, cooled in an ice-water bath and 30 ml. of saturated ammonium chloride is added dropwise. The mixture is filtered through celite and washed with ether. The ether solution is concentrated to give 11.0 g. of a yellow liquid which is vacuum distilled to give 6.9 g. of product as a colorless liquid at b.p. 60°-61° C./-4 mm.; PMRδ 3.62 (ABq, CH2Cl), 2.53 (d, J=3,C≡C--CH2), 2.06 (t, j=3, HC≡C). To a stirred suspension of 2.1 g After a few minutes of vigorous stirring to this is added a mixture of 10.75 g After addition cooled in an ice-water bath The mixture is filtered through celite washed with ether The ether solution is concentrated to give 11.0 g distilled to give 6.9 g

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: To a stirred suspension of 2.1 g. of magnesium and 20 mg. of mercuric chloride in 25 ml. of ether is added 0.8 ml. of propargyl bromide. After a few minutes of vigorous stirring, to this is added a mixture of 10.75 g. of 1-chloro-2-hexanone and 7.2 ml. of propargyl bromide in 25 ml. of ether, at such a rate that the reaction mixture is maintained at 25°-28° C. After addition, the mixture is stirred at room temperature one hour, cooled in an ice-water bath and 30 ml. of saturated ammonium chloride is added dropwise. The mixture is filtered through celite and washed with ether. The ether solution is concentrated to give 11.0 g. of a yellow liquid which is vacuum distilled to give 6.9 g. of product as a colorless liquid at b.p. 60°-61° C./-4 mm.; PMRδ 3.62 (ABq, CH2Cl), 2.53 (d, J=3, C≡C--CH2), 2.06 (t, j=3, HC≡C). To a stirred suspension of 2.1 g After a few minutes of vigorous stirring to this is added a mixture of 10.75 g After addition cooled in an ice-water bath The mixture is filtered through celite washed with ether The ether solution is concentrated to give 11.0 g distilled to give 6.9 g