2-tert-butylcyclohexan-1-one

反応条件: temp:0.00; pressure:0.00; stir:

反応条件: temp:0.00; pressure:0.00; stir:

反応条件: temp:0.00; pressure:0.00; stir:

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: A solution of 31.25 g. (0.20 mole) t-butylcyclohexanol in 80 ml. of ethyl ether was cooled to 10° C. To this was added dropwise, with stirring, a solution of 21.0 g. (0.07 mole) sodium dichromate dihydrate and 15.75 ml. (0.30 mole) concentrated sulfuric acid in 100 ml. water while maintaining the reaction mixture below 25° C. The mixture was then warmed to room temperature, stirred for two hours, poured onto ice-water, ether layer separated, the aqueous phase extracted again with ether and the combined extracts washed with water, sodium bicarbonate and dried (MgSO4). Evaporation of the ether afforded 30.6 g. (99%) of the desired ketone. To this was added dropwise stirred for two hours separated the aqueous phase extracted again with ether the combined extracts washed with water, sodium bicarbonate dried (MgSO4) Evaporation of the ether afforded 30.6 g

反応条件: temp:130.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: A 100 mL reaction flask is charged with 2-tert-butyl-cyclohexanone (10 g, 0.07 mol), formamidine acetate (40 g, 0.4 mol), and butanol (50 mL). The reaction mixture is heated to 130° C. and stirred for 24 hours. The crude mass is washed once with aqueous sulfuric acid (10%, 100 mL) followed by twice with brine (30 mL). Butanol is recovered by roto-evaporation. The crude product is further purified with liquid chromatography (Biotage® system) and then crystallized. Product 8-tert-butyl-5,6,7,8-tetrahydro-quinazoline (˜5 g) is obtained. A 100 mL reaction flask The crude mass is washed once with aqueous sulfuric acid (10%, 100 mL) Butanol is recovered by roto-evaporation The crude product is further purified with liquid chromatography (Biotage® system) crystallized

反応条件: temp:130.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: A 100 mL reaction flask is charged with 2-tert-butyl-cyclohexanone (10 g, 0.07 mol), formamidine acetate (40 g, 0.4 mol), and butanol (50 mL). The reaction mixture is heated to 130° C. and stirred for 24 hours. The crude mass is washed once with aqueous sulfuric acid (10%, 100 mL) followed by twice with brine (30 mL). Butanol is recovered by roto-evaporation. The crude product is further purified with liquid chromatography (Biotage® system) and then crystallized. Product 8-tert-butyl-5,6,7,8-tetrahydro-quinazoline (˜5 g) is obtained. A 100 mL reaction flask The crude mass is washed once with aqueous sulfuric acid (10%, 100 mL) Butanol is recovered by roto-evaporation The crude product is further purified with liquid chromatography (Biotage® system) crystallized

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: A solution of 31.25 g. (0.20 mole) t-butylcyclohexanol in 80 ml. of ethyl ether was cooled to 10° C. To this was added dropwise, with stirring, a solution of 21.0 g. (0.07 mole) sodium dichromate dihydrate and 15.75 ml. (0.30 mole) concentrated sulfuric acid in 100 ml. water while maintaining the reaction mixture below 25° C. The mixture was then warmed to room temperature, stirred for two hours, poured onto ice-water, ether layer separated, the aqueous phase extracted again with ether and the combined extracts washed with water, sodium bicarbonate and dried (MgSO4). Evaporation of the ether afforded 30.6 g. (99%) of the desired ketone. To this was added dropwise stirred for two hours separated the aqueous phase extracted again with ether the combined extracts washed with water, sodium bicarbonate dried (MgSO4) Evaporation of the ether afforded 30.6 g

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: A solution of 31.25 g. (0.20 mole) t-butylcyclohexanol in 80 ml. of ethyl ether was cooled to 10° C. To this was added dropwise, with stirring, a solution of 21.0 g. (0.07 mole) sodium dichromate dihydrate and 15.75 ml. (0.30 mole) concentrated sulfuric acid in 100 ml. water while maintaining the reaction mixture below 25° C. The mixture was then warmed to room temperature, stirred for two hours, poured onto ice-water, ether layer separated, the aqueous phase extracted again with ether and the combined extracts washed with water, sodium bicarbonate and dried (MgSO4). Evaporation of the ether afforded 30.6 g. (99%) of the desired ketone. To this was added dropwise stirred for two hours separated the aqueous phase extracted again with ether the combined extracts washed with water, sodium bicarbonate dried (MgSO4) Evaporation of the ether afforded 30.6 g

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: The a 3-liter round-bottomed flask provided with a stirrer , thermometer, condenser and dropping funnel, there are added 353 g (2.3 mol) of 2-tert. butyl-cyclohexanone 14 g of anhydrous sodium acetate and 1.17 liters of methylene chloride. 370 g of ca. 40% peracetic acid are added at room temperature while cooling. The mixture is held first at room temperature for 20 hours with stirring and then for a further 48 hours under reflux temperature. After cooling, the mixture is poured on to ice, the layers are separated and the organic layer washed with an iron sulphate solution and then with water until a neutral reaction is obtained. The solvent is distilled off and the crude lactone distilled, there being obtained 274 g (70.3%) of the Σ-lactone of 6-hydroxy-7,7-dimethylcaprylic acid of boiling point 134° C/12 mm Hg; melting point 54°-58° C. The a 3-liter round-bottomed flask provided with a stirrer thermometer, condenser and dropping while cooling for a further 48 hours under reflux temperature After cooling the mixture is poured on to ice the layers are separated the organic layer washed with an iron sulphate solution with water until a neutral reaction is obtained The solvent is distilled off the crude lactone distilled

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: A solution of 31.25 g. (0.20 mole) t-butylcyclohexanol in 80 ml. of ethyl ether was cooled to 10° C. To this was added dropwise, with stirring, a solution of 21.0 g. (0.07 mole) sodium dichromate dihydrate and 15.75 ml. (0.30 mole) concentrated sulfuric acid in 100 ml. water while maintaining the reaction mixture below 25° C. The mixture was then warmed to room temperature, stirred for two hours, poured onto ice-water, ether layer separated, the aqueous phase extracted again with ether and the combined extracts washed with water, sodium bicarbonate and dried (MgSO4). Evaporation of the ether afforded 30.6 g. (99%) of the desired ketone. To this was added dropwise stirred for two hours separated the aqueous phase extracted again with ether the combined extracts washed with water, sodium bicarbonate dried (MgSO4) Evaporation of the ether afforded 30.6 g

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: A solution of 31.25 g. (0.20 mole) t-butylcyclohexanol in 80 ml. of ethyl ether was cooled to 10° C. To this was added dropwise, with stirring, a solution of 21.0 g. (0.07 mole) sodium dichromate dihydrate and 15.75 ml. (0.30 mole) concentrated sulfuric acid in 100 ml. water while maintaining the reaction mixture below 25° C. The mixture was then warmed to room temperature, stirred for two hours, poured onto ice-water, ether layer separated, the aqueous phase extracted again with ether and the combined extracts washed with water, sodium bicarbonate and dried (MgSO4). Evaporation of the ether afforded 30.6 g. (99%) of the desired ketone. To this was added dropwise stirred for two hours separated the aqueous phase extracted again with ether the combined extracts washed with water, sodium bicarbonate dried (MgSO4) Evaporation of the ether afforded 30.6 g

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: A solution of 31.25 g. (0.20 mole) t-butylcyclohexanol in 80 ml. of ethyl ether was cooled to 10° C. To this was added dropwise, with stirring, a solution of 21.0 g. (0.07 mole) sodium dichromate dihydrate and 15.75 ml. (0.30 mole) concentrated sulfuric acid in 100 ml. water while maintaining the reaction mixture below 25° C. The mixture was then warmed to room temperature, stirred for two hours, poured onto ice-water, ether layer separated, the aqueous phase extracted again with ether and the combined extracts washed with water, sodium bicarbonate and dried (MgSO4). Evaporation of the ether afforded 30.6 g. (99%) of the desired ketone. To this was added dropwise stirred for two hours separated the aqueous phase extracted again with ether the combined extracts washed with water, sodium bicarbonate dried (MgSO4) Evaporation of the ether afforded 30.6 g