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4-(Difluoromethyl)benzenemethanol → 4-(Difluoromethyl)benzaldehyde

HRID 1672568
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HRID 1672568 반응식
[Cr](Cl)([O-])(=O)=O.[NH+]1C=CC=CC=1.[F:12][CH:13]([F:22])[C:14]1[CH:19]=[CH:18][C:17]([CH2:20][OH:21])=[CH:16][CH:15]=1>C(Cl)Cl>[F:12][CH:13]([F:22])[C:14]1[CH:15]=[CH:16][C:17]([CH:20]=[O:21])=[CH:18][CH:19]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 574463234-(Difluoromethyl)benzenemethanolHCID 178418287HCID 178418287, 화합물

생성물 1

HCID 117688064-(Difluoromethyl)benzaldehyde수율 93%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Solid pyridinium chlorochromate (8.22 g, 38.1 mmol) was added slowly to a mixture of Example 38B (4.02 g, 25.4 mmol) and celite filter aid (8.5 g) in CH2Cl2 (125 mL) at ambient temperature. The reaction was allowed to proceed for 30 min, and then filtered. The filtrate was concentrated in vacuo to give a black oil. Flash chromatography (Analogix® Intelliflash 280™; 15% EtOAc/hexanes eluant; SF40-115 g column) yielded 3.68 g (93%) of the title compound as a colorless oil. 1HNMR (300 MHz, DMSO-d6) δ 10.09 (s, 1H), 8.08-8.02 (m, 2H), 7.84-7.76 (m, 2H), 7.18 (t, J=55.5, 1H).

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후처리

  1. filtrationfiltered
  2. concentrationThe filtrate was concentrated in vacuo
  3. customto give a black oil

출처 및 근거

ORD 기록
ord-6bfcc31382314b48aa96c67e88e75a5b
출처 데이터셋
uspto-grants-2011_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07998993B2

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