Ethyl Acetate → [2-(3-Hydroxypropyl)phenyl]acetonitrile

HRID 1391187노트

반응식

HRID 1391187 반응식
[H-].COCCO[Al+]OCCOC.[Na+].[H-].[C:15]([CH2:17][C:18]1[CH:30]=[CH:29][CH:28]=[CH:27][C:19]=1[CH2:20][CH2:21][C:22](OCC)=[O:23])#[N:16].C(OCC)(=O)C>C1C=CC=CC=1>[OH:23][CH2:22][CH2:21][CH2:20][C:19]1[CH:27]=[CH:28][CH:29]=[CH:30][C:18]=1[CH2:17][C:15]#[N:16]

참가 물질

5

반응물 3

HCID 8857Ethyl AcetateHCID 21584525Sodium bis(2-methoxyethoxy)aluminiumhydrideHCID 54486935Ethyl o-(cyanomethyl)hydrocinnamate

생성물 1

HCID 22645929[2-(3-Hydroxypropyl)phenyl]acetonitrile

시약·촉매·용매 1

HCID 241Benzene용매2회

실험 절차

A 70% solution in benzene of sodium bis(2-methoxyethoxy)aluminum hydride (95.2 g., 0.33 mole of reagent) is added dropwise during one hour to a stirred solution of ethyl o-(cyanomethyl)hydrocinnamate (65.0 g., 0.3 mole) in benzene (250 ml.). The reaction mixture is held at 25°-28° C. by means of a cold water bath. The mixture is stirred at 25°-28° C. for 4 additional hours. Ethyl acetate (5 ml.) is added to destroy excess reducing agent. The mixture is then treated with 250 ml. ice-cold 5% hydrochloric acid. The benzene layer is separated, washed with water, and dried over sodium sulfate. Evaporation of the benzene in vacuo affords [2-(3-hydroxypropyl)phenyl]acetonitrile.

후처리

  1. customThe reaction mixture is held at 25°-28° C. by means of a cold water bath
  2. customto destroy excess
  3. additionThe mixture is then treated with 250 ml
  4. customThe benzene layer is separated
  5. washwashed with water
  6. dry with materialdried over sodium sulfate
  7. customEvaporation of the benzene in vacuo

출처 및 근거

ORD 기록
ord-bf02dda405da411e90379e809d90aea4
출처 데이터셋
uspto-grants-1979_02
특허 번호
US04140861

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