反应详情

To a solution of 4-benzyloxybenzoic acid chloride (4.3 g) in methylene chloride (50 ml) was added a solution of (R)-(+)-1,1,1-trifluoro-2-octanol (2.9 g) ([α]D22.5 =+20.1, optical purity 96.3 % ee), dimethylaminopyridine (0.6 g) and triethylamine (1.7 g) in methylene chloride (50 ml) under ice-cooling. The mixture was left to stand at the room temperature for 24 hours before being poured in ice water. The methylene chloride layer separated was washed with diluted hydrochloric acid, water, 1N aqueous sodium carbonate solution and water in this order before being dried over magnesium sulfate. After distillation was over purification by toluene/silica gel chromatography and recrystallization from ethanol gave the titled compound (3.8 g).

1. temperaturecooling
2. waitThe mixture was left
3. customThe methylene chloride layer separated
4. washwas washed with diluted hydrochloric acid, water, 1N aqueous sodium carbonate solution and water in this order
5. dry with materialbefore being dried over magnesium sulfate
6. distillationAfter distillation
7. customwas over purification by toluene/silica gel chromatography and recrystallization from ethanol