2-[(2-氧代环己基)甲基]环己-1-one

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

实验步骤: To a mixture comprising 20.8 g of 2,2'-methylenebiscyclohexanone and 50 g of powdered anhydrous sodium carbonate, 100 ml of ethylene dichloride was added with stirring. To the resulting solution, a mixture comprising 47.5 g of 40% peracetic acid and 50 ml of ethylene dichloride was added dropwise at 20°-25° C. over a period of about 2 hours. Following stirring for another 3 hours, the reaction mixture was washed first with water, then with a saturated Mohr's salt solution to decompose unreacted peracetic acid, and extracted with ether. The extract was washed with 2% aqueous sodium carbonate once, then washed with saturated aqueous sodium chloride, and the organic phase was dried over anhydrous magnesium sulfate. Concentration of the dried product gave 20.5 g of crude 6,6'-methylenebis-(6-hexanolide). Recrystallizing the crude product from isopropyl ether gave 19.0 g (yield: 79%) of a white crystal of 6,6'-methylenebis-(6-hexanolide) melting at 108°-109° C. Following stirring for another 3 hours the reaction mixture was washed first with water extracted with ether The extract was washed with 2% aqueous sodium carbonate once washed with saturated aqueous sodium chloride the organic phase was dried over anhydrous magnesium sulfate

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

实验步骤: A mixture comprising 68 g of paraldehyde, 6 g of caustic potash and 188 g of methanol was added dropwise to a solution comprising 1,000 g of cyclohexanone and 188 g of methanol at 60°-70° C. over a period of 2 hours, and the resulting mixture was stirred for another 3 hours at 60°-70° C. Thereafter, the reaction mixture was decomposed with dilute hydrochloric acid, extracted with ether, washed first with 3% aqueous sodium carbonate, then with saturated aqueous sodium chloride, and dried over anhydrous magnesium sulfate. After recovering the solvent, the dried product was distilled under vacuum to provide 340 g (yield: 64%) of a fraction boiling at 135°-145° C./3 mm Hg. was added dropwise to a solution at 60°-70° C. of 2 hours extracted with ether washed first with 3% aqueous sodium carbonate with saturated aqueous sodium chloride, and dried over anhydrous magnesium sulfate After recovering the solvent the dried product was distilled under vacuum to provide 340 g (yield: 64%) of a fraction boiling at 135°-145° C./3 mm Hg

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

实验步骤: A mixture comprising 68 g of paraldehyde, 6 g of caustic potash and 188 g of methanol was added dropwise to a solution comprising 1,000 g of cyclohexanone and 188 g of methanol at 60°-70° C. over a period of 2 hours, and the resulting mixture was stirred for another 3 hours at 60°-70° C. Thereafter, the reaction mixture was decomposed with dilute hydrochloric acid, extracted with ether, washed first with 3% aqueous sodium carbonate, then with saturated aqueous sodium chloride, and dried over anhydrous magnesium sulfate. After recovering the solvent, the dried product was distilled under vacuum to provide 340 g (yield: 64%) of a fraction boiling at 135°-145° C./3 mm Hg. was added dropwise to a solution at 60°-70° C. of 2 hours extracted with ether washed first with 3% aqueous sodium carbonate with saturated aqueous sodium chloride, and dried over anhydrous magnesium sulfate After recovering the solvent the dried product was distilled under vacuum to provide 340 g (yield: 64%) of a fraction boiling at 135°-145° C./3 mm Hg

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

实验步骤: Sym. octahydroacridine was prepared by converting cyclohexanone to di-(2-oxo-cyclohex-1-yl)-methane and further reacting with hydroxylamine according to the method of Gill et al (JACS 1952, 74, 4923) and was isolated as a colourless oil b.p. 110°-15°/0.5 mm. in 40% overall yield.

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

实验步骤: Sym. octahydroacridine was prepared by converting cyclohexanone to di-(2-oxo-cyclohex-1-yl)-methane and further reacting with hydroxylamine according to the method of Gill et al. (JACS 1952, 74, 4923) and was isolated as a colourless oil b.p. 110°-15°/0.5 mm. in 40% overall yield.

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

实验步骤: Sym. octahydroacridine was prepared by converting cyclohexanone to di-(2-oxo-cyclohex-1-yl)-methane and further reacting with hydroxylamine according to the method of Gill et al (JACS 1952, 74, 4923) and was isolated as a colourless oil b.p. 110°-15°/0.5 mm. in 40% overall yield.

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

实验步骤: Sym. octahydroacridine was prepared by converting cyclohexanone to di-(2-oxo-cyclohex-1-yl)-methane and further reacting with hydroxylamine according to the method of Gill et al (JACS 1952, 74, 4923) and was isolated as a colourless oil b.p. 110°-15°/0.5 mm. in 40% overall yield.

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

实验步骤: Sym. octahydroacridine was prepared by converting cyclohexanone to di-(2-oxo-cyclohex-1-yl)-methane and further reacting with hydroxylamine according to the method of Gill et al (JACS 1952, 74, 4923) and was isolated as a colourless oil b.p. 110°-15°/0.5 mm. in 40% overall yield.

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

实验步骤: Sym. octahydroacridine was prepared by converting cyclohexanone to di-(2-oxo-cyclohex-1-yl)-methane and further reacting with hydroxylamine according to the method of Gill et al (JACS 1952, 74, 4923) and was isolated as a colourless oil b.p. 110°-15°/0.5 mm. in 40% overall yield.

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

实验步骤: Sym. octahydroacridine was prepared by converting cyclohexanone to di-(2-oxo-cyclohex-1-yl)-methane and further reacting with hydroxylamine according to the method of Gill et al (JACS 1952, 74, 4923) and was isolated as a colourless oil b.p. 110°-15°/0.5 mm. in 40% overall yield.

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

实验步骤: Sym. octahydroacridine was prepared by converting cyclohexanone to di-(2-oxo-cyclohex-1-yl)-methane and further reacting with hydroxylamine according to the method of Gill et al. (JACS 1952, 74, 4923) and was isolated as a colourless oil b.p. 110-15°/0.5 mm. in 40% overall yield.

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

实验步骤: To a mixture comprising 20.8 g of 2,2'-methylenebiscyclohexanone and 50 g of powdered anhydrous sodium carbonate, 100 ml of ethylene dichloride was added with stirring. To the resulting solution, a mixture comprising 47.5 g of 40% peracetic acid and 50 ml of ethylene dichloride was added dropwise at 20°-25° C. over a period of about 2 hours. Following stirring for another 3 hours, the reaction mixture was washed first with water, then with a saturated Mohr's salt solution to decompose unreacted peracetic acid, and extracted with ether. The extract was washed with 2% aqueous sodium carbonate once, then washed with saturated aqueous sodium chloride, and the organic phase was dried over anhydrous magnesium sulfate. Concentration of the dried product gave 20.5 g of crude 6,6'-methylenebis-(6-hexanolide). Recrystallizing the crude product from isopropyl ether gave 19.0 g (yield: 79%) of a white crystal of 6,6'-methylenebis-(6-hexanolide) melting at 108°-109° C. Following stirring for another 3 hours the reaction mixture was washed first with water extracted with ether The extract was washed with 2% aqueous sodium carbonate once washed with saturated aqueous sodium chloride the organic phase was dried over anhydrous magnesium sulfate