{2-Ethyl-5-[4-(trifluoromethyl)phenyl]-3-furyl}methanol → 2-Ethyl-5-[4-(trifluoromethyl)phenyl]-3-furaldehyde

HRID 1876938

反応式

HRID 1876938 の反応式
[CH2:1]([C:3]1[O:4][C:5]([C:10]2[CH:15]=[CH:14][C:13]([C:16]([F:19])([F:18])[F:17])=[CH:12][CH:11]=2)=[CH:6][C:7]=1[CH2:8][OH:9])[CH3:2]>C(OCC)C.O1CCCC1.[O-2].[O-2].[Mn+4]>[CH2:1]([C:3]1[O:4][C:5]([C:10]2[CH:15]=[CH:14][C:13]([C:16]([F:19])([F:17])[F:18])=[CH:12][CH:11]=2)=[CH:6][C:7]=1[CH:8]=[O:9])[CH3:2]

参加物

5

反応物 1

HCID 23074480{2-Ethyl-5-[4-(trifluoromethyl)phenyl]-3-furyl}methanol

生成物 1

HCID 230743552-Ethyl-5-[4-(trifluoromethyl)phenyl]-3-furaldehyde収率 24.6%

試薬・触媒・溶媒 3

HCID 178418406HCID 178418406、化合物触媒HCID 3283Diethyl Ether溶媒HCID 8028Tetrahydrofuran溶媒

反応条件

温度
40 °C

実験手順

A suspension of {2-ethyl-5-[4-(trifluoromethyl)phenyl]-3-furyl}methanol (2.7 g) and manganese dioxide (6.8 g) in diethyl ether (20 mL) and tetrahydrofuran (20 mL) was stirred overnight at 40° C. Manganese dioxide was filtered off, and the filtrate was evaporated under reduced pressure. The residue was purified by silica gel chromatography (5% ethyl acetate/hexane to 20% ethyl acetate/hexane), and crystallized from ethyl acetate/hexane to give the title compound (0.66 g, 24%) as a yellow solid.

後処理

  1. filtrationManganese dioxide was filtered off
  2. customthe filtrate was evaporated under reduced pressure
  3. customThe residue was purified by silica gel chromatography (5% ethyl acetate/hexane to 20% ethyl acetate/hexane)
  4. customcrystallized from ethyl acetate/hexane

出典と根拠

ORDレコード
ord-702d166f9b8142d3b86b750a9e79e101
出典データセット
uspto-grants-2012_11
特許番号
US08309580B2

関連ノート

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