Sodium borohydride → 2-Buten-1-ol, 4-(phenylmethoxy)-, (E)-

Temperature

0 °C

3.9 g of (Z)-4-benzyloxy-2-butenal was dissolved in 60 ml of ethanol, and 850 mg of sodium borohydride was added thereto under stirring at 0° C. The mixture was stirred at 0° C. for 1.5 hours. The reaction solution was poured into ice water and extracted with ethyl acetate. The ethyl acetate solution was washed sequentially with water and with a saturated sodium chloride aqueous solution and dried over anhydrous sodium sulfate. Then, the solvent was distilled off under reduced pressure, and the residue was subjected to distillation under reduced pressure (2.0 mmHg, 142° C.) to obtain 2.2 g of (E)-4-benzyloxy-2-buten-1-ol as colorless oily substance.

1. stirringThe mixture was stirred at 0° C. for 1.5 hours
2. extractionextracted with ethyl acetate
3. washThe ethyl acetate solution was washed sequentially with water and with a saturated sodium chloride aqueous solution
4. dry with materialdried over anhydrous sodium sulfate
5. distillationThen, the solvent was distilled off under reduced pressure
6. distillationthe residue was subjected to distillation under reduced pressure (2.0 mmHg, 142° C.)

ORD record

ord-48d883cb39fd4e779f47258761defa71

Source dataset

uspto-grants-1996_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05506356