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N-(4-Chloro-3-hydroxymethyl-benzyl)-3,3,3-trifluoro-propionamide → N-(4-Chloro-3-formyl-benzyl)-3,3,3-trifluoro-propionamide

HRID 1715402
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HRID 1715402 반응식
[Cl:1][C:2]1[CH:16]=[CH:15][C:5]([CH2:6][NH:7][C:8](=[O:14])[CH2:9][C:10]([F:13])([F:12])[F:11])=[CH:4][C:3]=1[CH2:17][OH:18]>CC#N.O=[Mn]=O>[Cl:1][C:2]1[CH:16]=[CH:15][C:5]([CH2:6][NH:7][C:8](=[O:14])[CH2:9][C:10]([F:13])([F:12])[F:11])=[CH:4][C:3]=1[CH:17]=[O:18]
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참가 물질

4

반응물 1

HCID 67148258N-(4-Chloro-3-hydroxymethyl-benzyl)-3,3,3-trifluoro-propionamide

생성물 1

HCID 86622955N-(4-Chloro-3-formyl-benzyl)-3,3,3-trifluoro-propionamide수율 100.5%

시약·촉매·용매 2

HCID 14801Manganese dioxide촉매2회HCID 6342Acetonitrile용매

실험 절차

MnO2 (1.44 g, 14.9 mmol) was added to a sol. of N-(4-chloro-3-hydroxymethyl-benzyl)-3,3,3-trifluoro-propionamide (841 mg, 2.99 mmol) in CH3CN (60 mL). The mixture was stirred at rt for 3 h. MnO2 (1.44 g, 14.9 mmol) was added again, and the mixture was stirred for 90 min. The mixture was filtered over Celite, and the precipitate was washed with CH3CN and CH2Cl2. The solvents were removed under reduced pressure, and the residue was dried under high vacuum, yielding the crude title compound (840 mg, quantitative yield) that was used without purification. LC-MS: tR=0.84 min; ES+: 341.21.

후처리

  1. stirringthe mixture was stirred for 90 min
  2. filtrationThe mixture was filtered over Celite
  3. washthe precipitate was washed with CH3CN and CH2Cl2
  4. customThe solvents were removed under reduced pressure
  5. customthe residue was dried under high vacuum

출처 및 근거

ORD 기록
ord-1a6706d383944ace904765e64c725408
출처 데이터셋
uspto-grants-2010_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07799805B2

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