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

HRID 490363노트

반응식

HRID 490363 반응식
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]

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-da52f3e8f88c40a48b32acb4d468c3c3
출처 데이터셋
uspto-grants-2009_05
특허 번호
US07528157B2

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