Water → 2-[2-(4-Fluorophenylthio)-6-fluorophenyl]-4,4-dimethyloxazoline

HRID 1974754노트

반응식

HRID 1974754 반응식
[F:1][C:2]1[CH:7]=[CH:6][C:5]([SH:8])=[CH:4][CH:3]=1.C([Li])CCC.[F:14][C:15]1[CH:20]=[CH:19][CH:18]=[C:17](F)[C:16]=1[C:22]1[O:23][CH2:24][C:25]([CH3:28])([CH3:27])[N:26]=1.O>C1COCC1.CCCCCC.CCCCCC.C(OCC)(=O)C>[F:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][C:17]2[CH:18]=[CH:19][CH:20]=[C:15]([F:14])[C:16]=2[C:22]2[O:23][CH2:24][C:25]([CH3:28])([CH3:27])[N:26]=2)=[CH:4][CH:3]=1

참가 물질

8

반응물 4

HCID 962WaterHCID 677894-FluorothiophenolHCID 10987554Oxazole, 2-(2,6-difluorophenyl)-4,5-dihydro-4,4-dimethyl-HCID 178418339Butyllithium

생성물 1

HCID 191022272-[2-(4-Fluorophenylthio)-6-fluorophenyl]-4,4-dimethyloxazoline

시약·촉매·용매 3

HCID 8028Tetrahydrofuran용매2회HCID 8058Hexane용매HCID 21226206Ethyl acetate hexane용매

실험 절차

To a solution of 4-fluorothiophenol (3.64 g, 28.4 mmol) in 50 ml of dry THF at -78° C. is added n-butyllithium (17.8 ml of a 1.6M solution in hexane). After 30 minutes, 2-(2,6-difluorophenyl)-4,4-dimethyloxazoline (5.0 g, 23.7 mmol) in 10 ml of dry THF is added dropwise. The reaction mixture is allowed to warm to room temperature and then is heated to 60° C. for 5.5 hours. After cooling, the reaction mixture is poured into water and then extracted with diethyl ether. The extracts are washed with water and then brine, and dried over MgSO4 to afford the crude product. Chromatography over silica gel eluting with 10:1 hexane/ethyl acetate afforded the subtitle compound.

후처리

  1. temperatureis heated to 60° C. for 5.5 hours
  2. temperatureAfter cooling
  3. extractionextracted with diethyl ether
  4. washThe extracts are washed with water
  5. dry with materialbrine, and dried over MgSO4
  6. customto afford the crude product

출처 및 근거

ORD 기록
ord-78cc4601d37542bb80103bc8d873152a
출처 데이터셋
uspto-grants-1994_02
특허 번호
US05283361

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