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N-(4-Chloro-3-hydroxymethyl-benzyl)-propionamide → N-(4-chloro-3-formylbenzyl)propionamide

HRID 2428132
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HRID 2428132 반응식
[Cl:1][C:2]1[CH:13]=[CH:12][C:5]([CH2:6][NH:7][C:8](=[O:11])[CH2:9][CH3:10])=[CH:4][C:3]=1[CH2:14][OH:15]>CC#N.O=[Mn]=O>[Cl:1][C:2]1[CH:13]=[CH:12][C:5]([CH2:6][NH:7][C:8](=[O:11])[CH2:9][CH3:10])=[CH:4][C:3]=1[CH:14]=[O:15]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 1

HCID 67148202N-(4-Chloro-3-hydroxymethyl-benzyl)-propionamide

생성물 1

HCID 86632361N-(4-chloro-3-formylbenzyl)propionamide수율 93%

시약·촉매·용매 2

HCID 14801Manganese dioxide촉매2회HCID 6342Acetonitrile용매

실험 절차

MnO2 (5.61 g, 65.7 mmol) was added to a sol. of N-(4-chloro-3-hydroxymethyl-benzyl)-propionamide (2.99 g, 13.1 mmol) in CH3CN (255 mL) at rt. The mixture was stirred for 3 h at rt, and MnO2 (2.24 g, 26.2 mmol) was added again. The mixture was stirred for 1 h at rt, and the mixture was filtered through celite. The filtrate was evaporated under reduced pressure, and the residue was dried under high vacuum to yield the crude title compound (2.74 g, 93%) that was used further without purification. LC-MS: tR=0.76 min; ES+: 267.27.

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후처리

  1. stirringThe mixture was stirred for 1 h at rt
  2. filtrationthe mixture was filtered through celite
  3. customThe filtrate was evaporated under reduced pressure
  4. customthe residue was dried under high vacuum

출처 및 근거

ORD 기록
ord-a0eaa42206434cfcbb4ec045294a6af7
출처 데이터셋
uspto-grants-2011_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07968720B2

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