Hydrochloric Acid → 3(2H)-Benzofuranone, 5-bromo-2-methyl-

HRID 402916ノート

反応式

HRID 402916 の反応式
[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[O:9][C:8]([CH3:10])=[C:7]([O:11]C(=O)C)[C:6]=2[CH:15]=1.Cl>CO>[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[O:9][CH:8]([CH3:10])[C:7](=[O:11])[C:6]=2[CH:15]=1

参加物

4

反応物 2

HCID 313Hydrochloric AcidHCID 59192036Acetic acid 5-bromo-2-methyl-benzofuran-3-yl ester

生成物 1

HCID 144706973(2H)-Benzofuranone, 5-bromo-2-methyl-収率 92%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
75 °C

実験手順

A suspension of acetic acid 5-bromo-2-methyl-benzofuran-3-yl ester (18.9 g, 70.4 mmol) in methanol (232 mL) and a 1 M aqueous HCl solution (44 mL) is heated under reflux (75° C.) for 7 h. After cooling to room temperature the reaction mixture is concentrated by rotary evaporation. The residue is diluted with water and extracted three times with diethyl ether. The combined organic layers are washed with water, brine, dried over Na2SO4, filtered and concentrated at reduced pressure to afford the title compound as a yellow oil (14.7 g, 64.7 mmol, 92%). MS (ES+): 227 (M(C9H779BrO2)+H)+.

後処理

  1. temperatureAfter cooling to room temperature the reaction mixture
  2. concentrationis concentrated by rotary evaporation
  3. additionThe residue is diluted with water
  4. extractionextracted three times with diethyl ether
  5. washThe combined organic layers are washed with water, brine
  6. dry with materialdried over Na2SO4
  7. filtrationfiltered
  8. concentrationconcentrated at reduced pressure

出典と根拠

ORDレコード
ord-911f488407c748ac875a4d1a036bfab9
出典データセット
uspto-grants-2014_06
特許番号
US08742132B2

反応ノート

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