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

HRID 585074ノート

反応式

HRID 585074 の反応式
[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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

反応条件

温度
0 °C

実験手順

{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).

後処理

  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

出典と根拠

ORDレコード
ord-c13309e4d15e4250802c821fc9ed2cb1
出典データセット
uspto-grants-2005_08
特許番号
US06930111B2

反応ノート

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