Diethylene Glycol Monoethyl Ether → 4-(2-Fluorophenyl)butanoic acid

반응식

[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][CH2:9]CC#N.[OH-:13].[Na+].C(OCCO[CH2:21][CH2:22][OH:23])C>>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][CH2:9][CH2:21][C:22]([OH:23])=[O:13]

참가 물질

반응물 3

HCID 8146Diethylene Glycol Monoethyl Ether

HCID 14798Sodium Hydroxide

HCID 224495394-(2-Fluorophenyl)butanenitrile

생성물 1

HCID 154910364-(2-Fluorophenyl)butanoic acid

실험 절차

15.4 gm of the compound prepared in (5) above was added to a mixture of 400 ml of 5% aqueous solution of sodium hydroxide and 400 ml of diethylene glycol monoethyl ether. The mixture was heated under reflux for 3.5-hours, cooled to room temperature, and washed with ether. After the addition of concentrated hydrochloric acid to acidify, the water layer was extracted twice with 500 ml of ethyl acetate. The extract was washed with water and saturated brine in this order, and dried over anhydrous sodium sulfate. The solvent was evaporated to obtain 15.9 gm of the title compound.