HCID 21071776、化合物 → 7-Bromo-5-methyl-1-benzofuran

HRID 1372165ノート

反応式

HRID 1372165 の反応式
[Br:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[CH:4][C:3]=1[O:9][CH2:10][CH:11](OC)OC>ClC1C=CC=CC=1>[Br:1][C:2]1[C:3]2[O:9][CH:10]=[CH:11][C:4]=2[CH:5]=[C:6]([CH3:8])[CH:7]=1

参加物

3

反応物 1

HCID 21071776HCID 21071776、化合物

生成物 1

HCID 210718017-Bromo-5-methyl-1-benzofuran収率 66%

試薬・触媒・溶媒 1

HCID 7964Chlorobenzene溶媒2 回

実験手順

To a 2 L round bottom flask was added PPA (3 g), anhydrous chlorobenzene (1.0 L) and the mixture was brought to reflux followed by the slow addition of 2-bromo-1-(2,2-dimethyoxy-ethoxy)-4-methyl benzene (22.9 g, 83.3 mmol) in chlorobenzene (200 ml) by addition funnel over a 2 h period. The reaction was then cooled and passed through a silica plug (washed with chlorobenzene) and concentrated to a mixture of product plus 4-iodo-2-methylphenol. Column chromatography (10% EtOAc/hexane) afforded 11.54 g (66%) of product as a clear oil: 1H NMR (300 MHz, DMSO-d6): δ 2.40 (3H, s), 7.02 (1H, d, J=2.2 Hz), 7.39 (1H, s), 7.45 (1H, s), 8.07 (1H, d, J=2.2 Hz).

後処理

  1. temperatureto reflux
  2. temperatureThe reaction was then cooled
  3. concentrationconcentrated to a mixture of product plus 4-iodo-2-methylphenol

出典と根拠

ORDレコード
ord-301436509b474da3ba0657288b6fe67d
出典データセット
uspto-grants-2007_01
特許番号
US07157491B2

反応ノート

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