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m-Chloroperbenzoic acid → 2-({[5-(Difluoromethoxy)-1-methyl-3-(trifluoromethyl)-1H-pyrazol-4-yl]methyl}sulfinyl)-1,3-oxazole

HRID 1511518
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HRID 1511518 반응식
[F:1][CH:2]([F:21])[O:3][C:4]1[N:8]([CH3:9])[N:7]=[C:6]([C:10]([F:13])([F:12])[F:11])[C:5]=1[CH2:14][S:15][C:16]1[O:17][CH:18]=[CH:19][N:20]=1.ClC1C=CC=C(C(OO)=[O:30])C=1>ClCCl>[F:21][CH:2]([F:1])[O:3][C:4]1[N:8]([CH3:9])[N:7]=[C:6]([C:10]([F:12])([F:13])[F:11])[C:5]=1[CH2:14][S:15]([C:16]1[O:17][CH:18]=[CH:19][N:20]=1)=[O:30]
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참가 물질

4

반응물 2

HCID 70297m-Chloroperbenzoic acidHCID 462224072-({[5-(Difluoromethoxy)-1-methyl-3-(trifluoromethyl)-1H-pyrazol-4-yl]methyl}sulfanyl)-1,3-oxazole

생성물 1

HCID 462224082-({[5-(Difluoromethoxy)-1-methyl-3-(trifluoromethyl)-1H-pyrazol-4-yl]methyl}sulfinyl)-1,3-oxazole

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Under an atmosphere of argon, 2-({[5-(difluoromethoxy)-1-methyl-3-(trifluoromethyl)-1H-pyrazol-4-yl]methyl}sulfanyl)-1,3-oxazole (2.00 g, 6 mmol) is initially charged in 333 ml of dichloromethane. With stirring and ice-cooling, 3-chloroperbenzoic acid (1.362 g, 6 mmol, 77% pure) is then added a little at a time, and the mixture is stirred at 0° C. for a further 6 hours. For work-up, the reaction mixture is extracted twice with 2-molar sodium hydroxide solution and then washed with water and finally with saturated NaCl solution. The combined organic phases are dried over magnesium sulfate, filtered off and concentrated. The crude product is purified chromatographically (heptane:ethyl acetate, gradient 10:0 to 6:4). This gives 1.98 g of product (89.7% of theory).

후처리

  1. temperatureice-cooling
  2. stirringthe mixture is stirred at 0° C. for a further 6 hours
  3. extractionFor work-up, the reaction mixture is extracted twice with 2-molar sodium hydroxide solution
  4. washwashed with water and finally with saturated NaCl solution
  5. dry with materialThe combined organic phases are dried over magnesium sulfate
  6. filtrationfiltered off
  7. concentrationconcentrated
  8. customThe crude product is purified chromatographically (heptane:ethyl acetate, gradient 10:0 to 6:4)

출처 및 근거

ORD 기록
ord-4f059c4c43454e9f8405d238d2d055f8
출처 데이터셋
uspto-grants-2012_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08216973B2

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