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Carbon Tetrachloride → 5-(Chloromethyl)-3-(trifluoromethyl)isoxazole

HRID 1650393
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인쇄 미리보기

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HRID 1650393 반응식
[F:1][C:2]([F:11])([F:10])[C:3]1[CH:7]=[C:6]([CH2:8]O)[O:5][N:4]=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C(Cl)(Cl)(Cl)[Cl:32]>ClCCl>[Cl:32][CH2:8][C:6]1[O:5][N:4]=[C:3]([C:2]([F:11])([F:10])[F:1])[CH:7]=1
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참가 물질

5

반응물 3

HCID 5943Carbon TetrachlorideHCID 11776TriphenylphosphineHCID 13307993(3-(Trifluoromethyl)-1,2-oxazol-5-yl)methanol

생성물 1

HCID 145785335-(Chloromethyl)-3-(trifluoromethyl)isoxazole수율 82%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A solution of 3-trifluoromethyl-5-hydroxymethylisoxazole [(700 mg, 4.2 mmol) See K. Tanaka et al, Bull. Chem. Soc. Jpn., 57, 2184 (1984)] and triphenylphosphine (1.43 g, 5.4 mmol) in carbontetrachloride (50 ml) and dichloromethane (20 ml) is heated at reflux for 6 hours. The reaction mixture is then cooled to room temperature and passed through a silica gel plug. Concentration affords in 82% yield the desired 5-chloromethyl-3-trifluoromethylisoxazole of sufficient purity for the following step (Example 24).

후처리

  1. temperatureat reflux for 6 hours
  2. concentrationConcentration

출처 및 근거

ORD 기록
ord-a9fbc04cf90442eab91d133286653392
출처 데이터셋
uspto-grants-1990_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04924002

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