Acetaldehyde → O-benzyl-N-vinyl-hydroxylamine

HRID 1752130노트

반응식

HRID 1752130 반응식
[CH:1](=O)[CH3:2].Cl.[CH2:5]([O:12][NH2:13])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1>O.CO>[CH2:5]([O:12][NH:13][CH:1]=[CH2:2])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1

참가 물질

5

반응물 2

HCID 177AcetaldehydeHCID 102312Benzyloxyamine hydrochloride

생성물 1

HCID 57227192O-benzyl-N-vinyl-hydroxylamine

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매

실험 절차

Acetaldehyde (24.7 mL, 44.2 mmol) was added dropwise to the cooled solution (0° C.) of O-benzyl-hydroxylamine hydrochloride (7.00 g, 43.85 mmol) in water (100 mL) and MeOH (20 mL). The reaction mixture was stirred for 16 h. The volatiles were removed under reduced pressure, and the water suspension was extracted with EtOAc (2×75 mL). The combined organic extracts were washed with brine, and then dried over Na2SO4 and evaporated to yield O-benzyl-N-vinyl-hydroxylamine (LXVI) in quantitative yield. 400 MHz 1H NMR (DMSO-d6, ppm) 7.48 (0.5H, q, J=5.8 Hz), 7.39-7.26 (5H, m), 6.86 (0.5H, q, J=5.5 Hz), 5.06 (1H, s), 4.97 (1H, s), 1.78 (1.5H, d, J=5.5 Hz), 1.76 (1.5H, d, J=5.8 Hz).

후처리

  1. customThe volatiles were removed under reduced pressure
  2. extractionthe water suspension was extracted with EtOAc (2×75 mL)
  3. washThe combined organic extracts were washed with brine
  4. dry with materialdried over Na2SO4
  5. customevaporated

출처 및 근거

ORD 기록
ord-c4352ac75c404dd5acae3a350dd23f81
출처 데이터셋
uspto-grants-2015_10
특허 번호
US09162992B2

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