Methanol → (5-(4-Chlorophenyl)-2-trifluoromethylfuran-3-yl)methanol

HRID 9636

反応式

HRID 9636 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:12][C:11]([C:13]([F:16])([F:15])[F:14])=[C:10]([C:17](O)=[O:18])[CH:9]=2)=[CH:4][CH:3]=1.B.CO>O1CCCC1>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[O:12][C:11]([C:13]([F:14])([F:15])[F:16])=[C:10]([CH2:17][OH:18])[CH:9]=2)=[CH:6][CH:7]=1

参加物

5

反応物 3

HCID 887MethanolHCID 6331BoraneHCID 27366445-(4-Chlorophenyl)-2-(trifluoromethyl)furan-3-carboxylic acid

生成物 1

HCID 21986513(5-(4-Chlorophenyl)-2-trifluoromethylfuran-3-yl)methanol

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

反応条件

温度
0 °C

実験手順

A mixture of 5-(4-chlorophenyl)-2-(trifluoromethyl)furan-3-carboxylic acid (0.30 g) in tetrahydrofuran (10 ml) stirred under a nitrogen atmosphere at 0° C. was treated with a 1M solution of borane in tetrahydrofuran (10.33 ml) and the reaction stirred at room temperature for 2 hours. The reaction was cooled to 0° C.; treated with methanol (4 ml) and after 15 minutes the reaction mixture was evaporated. The residue was purified by SPE (Si cartridge) sequentially using dichloromethane, chloroform and chloroform:ether (9:1) as eluents to give the title compound as a white solid.

後処理

  1. stirringthe reaction stirred at room temperature for 2 hours
  2. temperatureThe reaction was cooled to 0° C.
  3. customwas evaporated
  4. customThe residue was purified by SPE (Si cartridge) sequentially using dichloromethane, chloroform and chloroform:ether (9:1) as eluents

出典と根拠

ORDレコード
ord-81de7a46f06246799d69db5e5b4d91bf
出典データセット
uspto-grants-2006_08
特許番号
US07091237B2

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