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Methanol → Ethyl 4-(2'-fluoro-4-biphenylyl)-4-hydroxy-butyrate

HRID 2397422
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반응식

HRID 2397422 반응식
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[CH:13]=[CH:12][C:11]([C:14](=[O:22])[CH2:15][CH2:16][C:17]([O:19][CH2:20][CH3:21])=[O:18])=[CH:10][CH:9]=1.CO.[BH4-].[Na+]>>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[CH:13]=[CH:12][C:11]([CH:14]([OH:22])[CH2:15][CH2:16][C:17]([O:19][CH2:20][CH3:21])=[O:18])=[CH:10][CH:9]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 3

HCID 887MethanolHCID 4311764Sodium borohydrideHCID 21437951Ethyl 4-(2'-fluoro-4-biphenylyl)-4-oxo-butyrate

생성물 1

HCID 21437975Ethyl 4-(2'-fluoro-4-biphenylyl)-4-hydroxy-butyrate

실험 절차

To a solution of 15 gm (0.05 mol) of ethyl 4-(2'-fluoro-4-biphenylyl)-4-oxo-butyrate in 100 ml of methanol 1.9 gm (0.05 mol) of sodium borohydride were added at a temperature between 0° and 5° C., while stirring. The precipitate was vacuum-filtered off and dissolved in ether. The ethereal solution was washed with an aqueous sodium bicarbonate solution and then with water, dried and evaporated. The residual oil was recrystallized from cyclohexane. Yield: 12 gm (79.5% of theory), m.p. 61°-62° C.

후처리

  • filtrationThe precipitate was vacuum-filtered off
  • dissolutiondissolved in ether
  • washThe ethereal solution was washed with an aqueous sodium bicarbonate solution
  • dry with materialwith water, dried
  • customevaporated
  • customThe residual oil was recrystallized from cyclohexane
  • 출처 및 근거

    ORD 기록
    ord-0fe636e95d404589b4d81944cbf783a3
    출처 데이터셋
    uspto-grants-1977_05
    DOI
    10.6084/m9.figshare.5104873.v1
    특허 번호
    US04021479

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