Thionyl Chloride → 3-(Chloromethyl)-5-[4-(trifluoromethyl)phenyl]isoxazole

HRID 585074노트

반응식

HRID 585074 반응식
[F:1][C:2]([F:17])([F:16])[C:3]1[CH:8]=[CH:7][C:6]([C:9]2[O:13][N:12]=[C:11]([CH2:14]O)[CH:10]=2)=[CH:5][CH:4]=1.S(Cl)([Cl:20])=O>ClCCl>[Cl:20][CH2:14][C:11]1[CH:10]=[C:9]([C:6]2[CH:7]=[CH:8][C:3]([C:2]([F:17])([F:16])[F:1])=[CH:4][CH:5]=2)[O:13][N:12]=1

참가 물질

4

반응물 2

HCID 24386Thionyl ChlorideHCID 22064161{5-[4-(Trifluoromethyl)phenyl]isoxazol-3-yl}methan-1-ol

생성물 1

HCID 220642603-(Chloromethyl)-5-[4-(trifluoromethyl)phenyl]isoxazole

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

반응 조건

온도
0 °C

실험 절차

{5-[4-(Trifluoromethyl)phenyl]isoxazol-3-yl}methan-1-ol (200 mg) was dissolved in dry dichloromethane (10 ml), and cooled to 0° C. The solution was stirred while adding a solution of thionyl chloride (2.74 ml) in dichloromethane (25 ml), then allowed to warm to room temperature and stirred overnight. Solvent was evaporated under reduced pressure, and the residue was purified by preparative thin layer chromatography, eluting with 30% ethyl acetate/hexane, to afford 3-(chloromethyl)-5-[4-(trifluoromethyl)phenyl]isoxazole, a compound of formula (25).

후처리

  1. temperatureto warm to room temperature
  2. stirringstirred overnight
  3. customSolvent was evaporated under reduced pressure
  4. customthe residue was purified by preparative thin layer chromatography
  5. washeluting with 30% ethyl acetate/hexane

출처 및 근거

ORD 기록
ord-c13309e4d15e4250802c821fc9ed2cb1
출처 데이터셋
uspto-grants-2005_08
특허 번호
US06930111B2

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