1-(溴甲基)-4-甲基环己烷

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: 4-Methylcyclohexylmethyl bromide (3.1 g; 0.0164 M) was added dropwise to a refluxing solution of imidazole (1.12 g; 0.0165 M) in a solution of potassium tertiary butoxide (1.85 g; 0.0165 M) in n-butanol (50 cm3). The reaction mixture was kept under dry nitrogen. After addition the mixture was heated under reflux for a further 2 hours and stood overnight at room temperature. TLC showed reaction half complete. The mixture was refluxed for a further 8 hours and stood over weekend at room temperature. TLC showed no further reaction was occurring. Insoluble material was filtered off, and solvent removed under vacuum. Residue taken up in 2 N-HCl (100 cm3) and washed with ether (50 ml). Aqueous layer basified with excess 10 N NaOH and extracted with chloroform (3×50 cm3). Combined extracts were dried over anhydrous MgSO4 and solvent removed under vacuum. Oily residue was run on a silica gel column and eluted with EtOAc/MeOH 9:1. 0.8 g of column product obtained and was distilled to give 0.28 g of pure product having b.p. 80° C. at 0.125 mmHg. After addition the mixture was heated under reflux for a further 2 hours reaction half complete The mixture was refluxed for a further 8 hours stood over weekend at room temperature no further reaction Insoluble material was filtered off solvent removed under vacuum washed with ether (50 ml) extracted with chloroform (3×50 cm3) Combined extracts were dried over anhydrous MgSO4 and solvent removed under vacuum eluted with EtOAc/MeOH 9:1 0.8 g of column product obtained was distilled

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: 1-Bromomethyl-4-methylcyclohexane (3.1 g, 0.0162 mol) was added dropwise to a stirred, boiling solution of imidazole (1.12 g, 0.0165 mol) and potassium t-butoxide (1.85 g, 0.0165 mol) in dry n-butanol, under dry nitrogen. After the addition, the reaction mixture was stirred and heated under reflux for 10 h. After the addition heated under reflux for 10 h.

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

实验步骤: 4-Methylcyclohexylmethyl bromide (3.1 g; 0.0164 M) was added dropwise to a refluxing solution of imidazole (1.12 g; 0.0165 M) in a solution of potassium tertiary butoxide (1.85 g; 0.0165 M) in n-butanol (50 cm3). The reaction mixture was kept under dry nitrogen. After addition the mixture was heated under reflux for a further 2 hours and stood overnight at room temperature. TLC showed reaction half complete. The mixture was refluxed for a further 8 hours and stood over weekend at room temperature. TLC showed no further reaction was occurring. Insoluble material was filtered off, and solvent removed under vacuum. Residue taken up in 2 N-HCl (100 cm3) and washed with ether (50 ml). Aqueous layer basified with excess 10 N NaOH and extracted with chloroform (3×50 cm3). Combined extracts were dried over anhydrous MgSO4 and solvent removed under vacuum. Oily residue was run on a silica gel column and eluted with EtOAc/MeOH 9:1. 0.8 g of column product obtained and was distilled to give 0.28 g of pure product having b.p. 80° C. at 0.125 mmHg. After addition the mixture was heated under reflux for a further 2 hours reaction half complete The mixture was refluxed for a further 8 hours stood over weekend at room temperature no further reaction Insoluble material was filtered off solvent removed under vacuum washed with ether (50 ml) extracted with chloroform (3×50 cm3) Combined extracts were dried over anhydrous MgSO4 and solvent removed under vacuum eluted with EtOAc/MeOH 9:1 0.8 g of column product obtained was distilled