3-溴-4-氟苯甲酰基 氟化物

反应条件: temp:0.00; pressure:0.00; stir:

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

实验步骤: 221 g (1 mole) of 4-fluoro-3-bromobenzoyl fluoride were added dropwise to a mixture of 96 g (3 moles) of methanol and 1 g of pyridine. The reaction mixture was then boiled for a further 2 hours under reflux and was subsequently worked up by distillation. 217 g (93% of theory) of 4-fluoro-3-bromobenzoic acid methyl ester were thus obtained in the form of a colorless oil which solidified when cold and had a boiling point of 124° C./22 mm Hg (melting point 29° to 30° C.). under reflux was subsequently worked up by distillation

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

实验步骤: 800 g (3.6 moles) of 3-bromo-4-fluoro-benzoyl fluoride were metered into 760 g of 25% strength aqueous ammonia solution (11 moles of NH3), which had been diluted with a further 760 ml of water, at a rate such that an internal temperature of 40° to 50° C. was maintained by the weakly exothermic reaction. After stirring for a further 30 minutes, the crystalline product was isolated by filtration, washed with water and dried. 765 g (97% of theory) of 3-bromo-4-fluoro-benzoic acid amide with a melting point of 131°-133° C. were obtained. was maintained by the weakly exothermic reaction the crystalline product was isolated by filtration washed with water dried

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

实验步骤: 800 g (3.6 moles) of 3-bromo-4-fluoro-benzoyl fluoride were metered into 760 g of 25% strength aqueous ammonia solution (11 moles of NH3), which had been diluted with a further 760 ml of water, at a rate such that an internal temperature of 40° to 50° C. was maintained by the weakly exothermic reaction. After stirring for a further 30 minutes, the crystalline product was isolated by filtration, washed with water and dried. 765 g (97% of theory) of 3-bromo-4-fluoro-benzoic acid amide with a melting point of 131°-133° C. were obtained. was maintained by the weakly exothermic reaction the crystalline product was isolated by filtration washed with water dried

反应条件: temp:0.00; pressure:0.00; stir:

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

实验步骤: 221 g (1 mol) of 3-bromo-4-fluoro-benzoyl fluoride were added dropwise to a mixture of 30.4 g (0.8 mol) of sodium tetrahydridoborate and 840 ml of isopropanol at 20°-25° C. in the course of 3 hours. The reaction mixture was stirred for about a further 30 minutes and then poured into 2 liters of ice-water. The pH was adjusted to 1 by adding concentrated hydrochloric acid, and the organic layer was then separated off. The aqueous phase was subsequently extracted with 200 ml of methylene chloride. The combined organic phases were dried and filtered and the filtrate was distilled. 163 g (79.5% of theory) of 3-bromo-4-fluoro-benzyl alcohol of boiling point 137° C./16 mbars and of refractive index nD20 =1.5623 were obtained. the organic layer was then separated off The aqueous phase was subsequently extracted with 200 ml of methylene chloride The combined organic phases were dried filtered the filtrate was distilled

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

实验步骤: 221 g (1 mol) of 3-bromo-4-fluoro-benzoyl fluoride were added dropwise to a mixture of 30.4 g (0.8 mol) of sodium tetrahydridoborate and 840 ml of isopropanol at 20°-25° C. in the course of 3 hours. The reaction mixture was stirred for about a further 30 minutes and then poured into 2 liters of ice-water. The pH was adjusted to 1 by adding concentrated hydrochloric acid, and the organic layer was then separated off. The aqueous phase was subsequently extracted with 200 ml of methylene chloride. The combined organic phases were dried and filtered and the filtrate was distilled. 163 g (79.5% of theory) of 3-bromo-4-fluoro-benzyl alcohol of boiling point 137° C./16 mbars and of refractive index nD20 =1.5623 were obtained. the organic layer was then separated off The aqueous phase was subsequently extracted with 200 ml of methylene chloride The combined organic phases were dried filtered the filtrate was distilled

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

实验步骤: 221 g (1 mol) of 3-bromo-4-fluoro-benzoyl fluoride were added dropwise to a mixture of 30.4 g (0.8 mol) of sodium tetrahydridoborate and 840 ml of isopropanol at 20°-25° C. in the course of 3 hours. The reaction mixture was stirred for about a further 30 minutes and then poured into 2 liters of ice-water. The pH was adjusted to 1 by adding concentrated hydrochloric acid, and the organic layer was then separated off. The aqueous phase was subsequently extracted with 200 ml of methylene chloride. The combined organic phases were dried and filtered and the filtrate was distilled. 163 g (79.5% of theory) of 3-bromo-4-fluoro-benzyl alcohol of boiling point 137° C./16 mbars and of refractive index nD20 =1.5623 were obtained. the organic layer was then separated off The aqueous phase was subsequently extracted with 200 ml of methylene chloride The combined organic phases were dried filtered the filtrate was distilled

反应条件: temp:100.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: 177 g (3.6 moles) of sodium cyanide and 663 g (3 moles) of 3-bromo-4-fluorobenzoyl fluoride were together initially introduced into the reaction vessel and were heated. At about 80° C., an exothermic reaction started, which had to be restrained somewhat by slight cooling. The temperature was allowed to rise to 100° C. and the mixture was stirred at 100° C. for 1 hour. The exothermic reaction continued for about 10 minutes, and additional heat had then to be supplied to the mixture. The mixture was then cooled and the salts were filtered off and destroyed in saturated iron sulphate solution and the filtrate was distilled on a column. 507 g (74% of theory) of a colorless oil with a boiling point of 126° C./20 mm Hg were thus obtained. were heated At about 80° C., an exothermic reaction to rise to 100° C. The exothermic reaction continued for about 10 minutes additional heat The mixture was then cooled the salts were filtered off destroyed in saturated iron sulphate solution the filtrate was distilled on a column 507 g (74% of theory) of a colorless oil with a boiling point of 126° C./20 mm Hg were thus obtained

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

实验步骤: 221 g (1 mol) of 3-bromo-4-fluoro-benzoyl fluoride were added dropwise to a mixture of 30.4 g (0.8 mol) of sodium tetrahydridoborate and 840 ml of isopropanol at 20°-25° C. in the course of 3 hours. The reaction mixture was stirred for about a further 30 minutes and then poured into 2 liters of ice-water. The pH was adjusted to 1 by adding concentrated hydrochloric acid, and the organic layer was then separated off. The aqueous phase was subsequently extracted with 200 ml of methylene chloride. The combined organic phases were dried and filtered and the filtrate was distilled. 163 g (79.5% of theory) of 3-bromo-4-fluorobenzyl alcohol of boiling point 137° C./16 mbars and of refractive index nD20 =1.5623 were obtained. the organic layer was then separated off The aqueous phase was subsequently extracted with 200 ml of methylene chloride The combined organic phases were dried filtered the filtrate was distilled

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

实验步骤: 1,270 g (5 moles) of 4-chloro-3-bromo-benzoyl chloride, 1,150 g of tetramethylenesulphone and 315 g (7.5 moles) of anhydrous sodium fluoride were warmed for 5 hours to 210° C., while stirring. Thereafter, 435 g (7.5 moles) of anhydrous potassium fluoride, suspended in 1,150 g of tetramethylenesulphone, were added to the reaction mixture, and the latter was stirred for a further 7 hours at 210° C. The subsequent distillation gave 873 g (79% of theory) of 4-fluoro-3-bromobenzoyl fluoride (a starting material for Example 19). were added to the reaction mixture the latter was stirred for a further 7 hours at 210° C The subsequent distillation

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

实验步骤: 221 g (1 mole) of 4-fluoro-3-bromobenzoyl fluoride were added dropwise to a mixture of 96 g (3 moles) of methanol and 1 g of pyridine. The reaction mixture was then boiled for a further 2 hours under reflux and was subsequently worked up by distillation. 217 g (93% of theory) of 4-fluoro-3-bromobenzoic acid methyl ester were thus obtained in the form of a colorless oil which solidified when cold and had a boiling point of 124° C./22 mm Hg (melting point 29° to 30° C.). under reflux was subsequently worked up by distillation