Potassium Hydroxide → 3-(4-Fluorophenyl)butanoic acid

HRID 1954903노트

반응식

HRID 1954903 반응식
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([CH3:15])[CH2:9][C:10]([O:12]CC)=[O:11])=[CH:4][CH:3]=1.[OH-].[K+]>O>[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH:8]([CH3:15])[CH2:9][C:10]([OH:12])=[O:11])=[CH:6][CH:7]=1

참가 물질

4

반응물 2

HCID 14797Potassium HydroxideHCID 11160124Ethyl 3-(4-fluorophenyl)butyrate

생성물 1

HCID 2919153-(4-Fluorophenyl)butanoic acid수율 88.1%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A solution of ethyl 3-(4-fluorophenyl)butyrate (45.3 g, 0.215 mol), 85% potassium hydroxide (14.22 g, 0.215 mol, Mallinckrodt) in 200 ml of deionized water was refluxed for 2 h, concentrated by spin evaporation in vacuo, made acidic (pH 3) with 12 N hydrochloric acid (Mallinckrodt), and extracted with dichloromethane (4×200 ml). The dichloromethane layers were combined, washed with deionized water (50 ml), and concentrated by spin evaporation in vacuo. The residue was crystallized from dichloromethane-hexanes to give 34.5 g (88%) of 3-(4-fluorophenyl)butyric acid as a white crystalline solid:

후처리

  1. concentrationconcentrated by spin evaporation in vacuo
  2. extractionextracted with dichloromethane (4×200 ml)
  3. washwashed with deionized water (50 ml)
  4. concentrationconcentrated by spin evaporation in vacuo
  5. customThe residue was crystallized from dichloromethane-hexanes

출처 및 근거

ORD 기록
ord-22ccd13ea5704a99af3802d254755a53
출처 데이터셋
uspto-grants-2000_09
특허 번호
US06124284

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