Ethyl 2-(trifluoromethyl)furan-3-carboxylate → (2-Trifluoromethyl-furan-3-yl)-methanol

HRID 490363ノート

反応式

HRID 490363 の反応式
C([O:3][C:4]([C:6]1[CH:10]=[CH:9][O:8][C:7]=1[C:11]([F:14])([F:13])[F:12])=O)C.[H-].[Al+3].[Li+].[H-].[H-].[H-]>O1CCCC1>[F:14][C:11]([F:12])([F:13])[C:7]1[O:8][CH:9]=[CH:10][C:6]=1[CH2:4][OH:3]

参加物

4

反応物 2

HCID 4737733Ethyl 2-(trifluoromethyl)furan-3-carboxylateHCID 21226445Aluminium lithium hydride

生成物 1

HCID 17953606(2-Trifluoromethyl-furan-3-yl)-methanol

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

A solution of 2-trifluoromethyl-furan-3-carboxylic acid ethyl ester (2.2 g, 10.5 mmoles) in tetrahydrofuran (150 ml) was treated portionwise during 0.5 h with lithium aluminium hydride (0.55 g, 14.5 mmoles) under a nitrogen atmosphere. When the addition was complete the mixture was stirred at room temperature for 18 h, then quenched by the addition of excess acetone (1 ml) and then water (1 ml). After diluting with ethyl acetate (200 ml) the grey precipitate was removed by filtration. The filtrate was dried and evaporation of the solvent afforded (2-trifluoromethyl-furan-3-yl)-methanol as a colourless oil. This material was used immediately in the next step.

後処理

  1. additionWhen the addition
  2. customquenched by the addition of excess acetone (1 ml)
  3. additionAfter diluting with ethyl acetate (200 ml) the grey precipitate
  4. customwas removed by filtration
  5. customThe filtrate was dried
  6. customevaporation of the solvent

出典と根拠

ORDレコード
ord-da52f3e8f88c40a48b32acb4d468c3c3
出典データセット
uspto-grants-2009_05
特許番号
US07528157B2

反応ノート

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