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

HRID 1974754ノート

反応式

HRID 1974754 の反応式
[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

参加物

8

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 3

HCID 8028Tetrahydrofuran溶媒2 回HCID 8058Hexane溶媒HCID 21226206Ethyl acetate hexane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-78cc4601d37542bb80103bc8d873152a
出典データセット
uspto-grants-1994_02
特許番号
US05283361

反応ノート

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