Sulfuric Acid → 2-(2-Fluorobenzyl)-3-thiophenecarboxaldehyde

HRID 483794ノート

反応式

HRID 483794 の反応式
S(=O)(=O)(O)O.C[O:7][CH:8](OC)[C:9]1[CH:13]=[CH:12][S:11][C:10]=1[CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[F:21]>ClCCl>[F:21][C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=1[CH2:14][C:10]1[S:11][CH:12]=[CH:13][C:9]=1[CH:8]=[O:7]

参加物

4

反応物 2

HCID 1118Sulfuric AcidHCID 15728745HCID 15728745、化合物

生成物 1

HCID 157287462-(2-Fluorobenzyl)-3-thiophenecarboxaldehyde収率 23.5%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

To silica gel (100 g), 15% aqueous sulfuric acid (15.4 g), and dichloromethane (400 ml) was added 2-(2-fluorobenzyl)-3-thiophenecarboxaldehyde dimethylacetal and dichloromethane (25 ml). The mixture was stirred for 2.5 hrs. The reaction mixture was filtered. The filter cake was washed with ethyl acetate and dichloromethane. The filtrate was concentrated and the residue was purified by flash column chromatography (silica gel, 0.5-10% ethyl acetate/hexanes) to afford 24.0 g (23.5%) of 2-(2-fluorobenzyl)-3-thiophenecarboxaldehyde.

後処理

  1. filtrationThe reaction mixture was filtered
  2. washThe filter cake was washed with ethyl acetate and dichloromethane
  3. concentrationThe filtrate was concentrated
  4. customthe residue was purified by flash column chromatography (silica gel, 0.5-10% ethyl acetate/hexanes)

出典と根拠

ORDレコード
ord-04e68b38717143eabde720514f229c91
出典データセット
uspto-grants-1993_07
特許番号
US05227388

反応ノート

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