反应详情

温度

0 °C

(2-Chloro-4-nitro-phenyl)-acetic acid methyl ester (17 g, 74 mmol) was dissolved in dry THF (85 mL) and cooled to 0° C. A solution of LiBH4 in THF (2M, 75 mL, 148 mmol) was added drop-wise at 0° C. and the reaction mixture was maintained for 5 hours at RT. After completion of reaction, NH4Cl solution (2 mL) was added to the reaction mixture which was then stirred for 15 minutes. EtOAc (170 mL) and water (85 mL) were added and stirred for 10 minutes. The separated aqueous layer was extracted with EtOAc (85 mL), then the combined organic extracts were dried (Na2SO4) and evaporated under reduced pressure to give a yellow oil. The oil was purified by column chromatography on neutral silica gel using 5-10% EtOAc in hexane to give the title compound (10 g, 55%).

1. temperaturethe reaction mixture was maintained for 5 hours at RT
2. additionwas added to the reaction mixture which
3. stirringstirred for 10 minutes
4. extractionThe separated aqueous layer was extracted with EtOAc (85 mL)
5. dry with materialthe combined organic extracts were dried (Na2SO4)
6. customevaporated under reduced pressure
7. customto give a yellow oil
8. customThe oil was purified by column chromatography on neutral silica gel using 5-10% EtOAc in hexane