2-丁基己醇

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

实验步骤: Bromine (61.4 g, 384 mmol) was added into a solution of triphenylphosphine (100.7 g, 384 mmol) and 450 mL dichloromethane at room temperature under argon protection. Then 2-butylhexanol (60.8 g, 384 mmol) was added dropwise via additional funnel over 50 minutes, the reaction solution was kept to stir at room temperature overnight. Dichloromethane was evaporated, and the concentrate filtered with pentane wash. The filtrate was concentrated via rotary evaporation and the resulting crude yellow oil was purified via vacuum distillation. The title compound was collected as colorless oil (70.8 g, 83.3%). 1H NMR (CDCl3): δ 0.89-0.92 (6H, m), 1.21-1.45 (12H, m), 1.54-1.67 (1H, m), 3.45 (2H, d). Dichloromethane was evaporated the concentrate filtered with pentane wash The filtrate was concentrated via rotary evaporation the resulting crude yellow oil was purified via vacuum distillation The title compound was collected as colorless oil (70.8 g, 83.3%)

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

实验步骤: Compound 16 (54.1 g, 270 mmol) was dissolved in anhydrous THF (450 mL) and cooled in an ice/water bath under nitrogen protection. Lithium aluminum hydride (LAH) (15.3 g, 404 mmol) was added into the reaction flask in small portions. The temperature of the reaction solution was increased to room temperature and then refluxed overnight. The reaction mixture was cooled down to room temperature and poured very slowly into the ice/water solution. The solution was acidified using a 2N HCl aqueous solution, extracted with Et2O (150 mL×3), and then concentrated via rotary evaporation. The resulting crude oil was purified via vacuum distillation. The compound 17 was collected as colorless oil (32.6 g, 76.2%). 1H NMR (CDCl3): δ 0.87-0.92 (6H, m), 1.17-1.42 (12H, m), 1.40-1.50 (1H, m), 3.53 (2H, d). MS (EI): calcd, 158.3. found M+H+, 159.2. cooled in an ice/water bath under nitrogen protection refluxed overnight The reaction mixture was cooled down to room temperature extracted with Et2O (150 mL×3) concentrated via rotary evaporation The resulting crude oil was purified via vacuum distillation The compound 17 was collected as colorless oil (32.6 g, 76.2%)