5-Dimethylthiocarbamoyloxy-benzofuran-2-carboxylic acid methyl ester → Methyl 5-hydroxybenzofuran-2-carboxylate

HRID 984107ノート

反応式

HRID 984107 の反応式
[CH3:1][O:2][C:3]([C:5]1[O:6][C:7]2[CH:13]=[CH:12][C:11]([O:14]C(=S)N(C)C)=[CH:10][C:8]=2[CH:9]=1)=[O:4]>C1(OC2C=CC=CC=2)C=CC=CC=1>[CH3:1][O:2][C:3]([C:5]1[O:6][C:7]2[CH:13]=[CH:12][C:11]([OH:14])=[CH:10][C:8]=2[CH:9]=1)=[O:4]

参加物

3

反応物 1

HCID 207660095-Dimethylthiocarbamoyloxy-benzofuran-2-carboxylic acid methyl ester

生成物 1

HCID 12208973Methyl 5-hydroxybenzofuran-2-carboxylate収率 64.2%

試薬・触媒・溶媒 1

HCID 7583Diphenyl Ether溶媒

実験手順

A solution of 5-dimethylthiocarbamoyloxy-benzofuran-2-carboxylic acid methyl ester (1.3 g, 4.7 mmol) in 25 mL diphenyl ether was heated at reflux for 2.5 hours. The reaction mixture was then cooled and the resulting precipitate collected. Purification by flash column chromatography (gradient elution: 100% hexanes to 45% EtOAc/hexanes), gave the title compound (0.58 g, 45%) as a brown solid.

後処理

  1. temperatureat reflux for 2.5 hours
  2. temperatureThe reaction mixture was then cooled
  3. customthe resulting precipitate collected
  4. customPurification
  5. washby flash column chromatography (gradient elution: 100% hexanes to 45% EtOAc/hexanes)

出典と根拠

ORDレコード
ord-066f150d61c14a148738f5535dffe990
出典データセット
uspto-grants-2005_03
特許番号
US06867224B2

反応ノート

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