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Sodium borohydride → (E)-N,N-Diethyl-4-hydroxy-2-pentenamide

HRID 1637722
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HRID 1637722 반응식
[CH2:1]([N:3]([CH2:11][CH3:12])[C:4](=[O:10])/[CH:5]=[CH:6]/[C:7](=[O:9])[CH3:8])[CH3:2].[BH4-].[Na+]>CO>[CH2:11]([N:3]([CH2:1][CH3:2])[C:4](=[O:10])/[CH:5]=[CH:6]/[CH:7]([OH:9])[CH3:8])[CH3:12]
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참가 물질

4

반응물 2

HCID 4311764Sodium borohydrideHCID 18799723(E)-N,N-Diethyl-4-oxo-2-pentenamide

생성물 1

HCID 18799855(E)-N,N-Diethyl-4-hydroxy-2-pentenamide

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To (E)-N,N-diethyl-4-oxo-2-pentenamide (0.73 g, 4.31 mmol) in methanol (10 ml) cooled to 0° C. is added sodium borohydride (0.18 g, 4.75 mmol) under nitrogen stirred for minutes, quenched with excess water, and extracted with ethyl acetate (3×50 ml). The organic extracts are combined, washed with saline (50 ml), dried over sodium sulfate, concentrated in vacuo to give the title compound, NMR (CDCl3) 6.89, 6.42, 4.49, 3.41, 2.51, 1.33, 1.17.

후처리

  1. customquenched with excess water
  2. extractionextracted with ethyl acetate (3×50 ml)
  3. washwashed with saline (50 ml)
  4. dry with materialdried over sodium sulfate
  5. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-128979d304664eeaa39e6bf4cacb299c
출처 데이터셋
uspto-grants-2000_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06043248

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