Ethanol → 5-(Ethoxymethyl)furan-2-carbaldehyde

HRID 1171925ノート

反応式

HRID 1171925 の反応式
Cl[CH2:2][C:3]1[O:9][C:6]([CH:7]=[O:8])=[CH:5][CH:4]=1.[CH2:10]([OH:12])[CH3:11]>>[CH2:10]([O:12][CH2:2][C:3]1[O:9][C:6]([CH:7]=[O:8])=[CH:5][CH:4]=1)[CH3:11]

参加物

3

反応物 2

HCID 702EthanolHCID 741915-Chloromethylfurfural

生成物 1

HCID 126480805-(Ethoxymethyl)furan-2-carbaldehyde収率 95%

実験手順

5-(Chloromethyl)furfural (CMF, 1) (1.24 g, 8.58 mmol) was dissolved in absolute ethanol (60 mL) and the solution was stirred at room temperature for 8 h. The excess ethanol was recovered by distillation and the residue was chromatographed (silica gel, CH2Cl2:Et2O, 2:1) to give EMF (5) (1.26 g, 95%) as a pale yellow liquid, 1H NMR (CDCl3); 1.04 (t, 3H), 3.39 (q, 2H), 4.32 (s, 2H), 6.34 (d, 1H), 7.06 (d, 1H), 9.40 (s, 1H), 13C NMR (CDCl3); 14.1, 63.6, 65.3, 110.3, 121.8, 151.8, 157.9, 176.7.

後処理

  1. distillationThe excess ethanol was recovered by distillation
  2. customthe residue was chromatographed (silica gel, CH2Cl2:Et2O, 2:1)

出典と根拠

ORDレコード
ord-3900f314c69e43ee9ac7213ebd4a55fc
出典データセット
uspto-grants-2010_11
特許番号
US07829732B2

反応ノート

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