Sodium Hydroxide → 2-Bromo-5-phenylthiophene-3-carboxylic acid

HRID 590991ノート

反応式

HRID 590991 の反応式
[Br:1][C:2]1[S:3][C:4]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[CH:5][C:6]=1[C:7]([O:9]C)=[O:8].[OH-].[Na+]>C(O)C.O>[Br:1][C:2]1[S:3][C:4]([C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=2)=[CH:5][C:6]=1[C:7]([OH:9])=[O:8]

参加物

5

反応物 2

HCID 14798Sodium HydroxideHCID 70818321Methyl 2-bromo-5-phenylthiophene-3-carboxylate

生成物 1

HCID 581103102-Bromo-5-phenylthiophene-3-carboxylic acid収率 95%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 962Water溶媒

実験手順

A solution of methyl 2-bromo-5-phenylthiophene-3-carboxylate (11c) (290 mg, 0.97 mmol) and sodium hydroxide (156 mg, 3.90 mmol) in a mixture of ethanol (6 mL) and water (2 mL) was refluxed for 30 minutes. The mixture was concentrated in vacuo. The remained aqueous layer was washed with diethyl ether (5 mL), acidified with 1N hydrochloric acid until pH 3 and was extracted with dichloromethane (2×10 mL). The organic layer was dried over sodium sulfate and concentrated in vacuo to provide the desired acid (11d) (260 mg, 0.92 mmol, 95%), which was used without further purification.

後処理

  1. temperaturewas refluxed for 30 minutes
  2. concentrationThe mixture was concentrated in vacuo
  3. washThe remained aqueous layer was washed with diethyl ether (5 mL)
  4. extractionwas extracted with dichloromethane (2×10 mL)
  5. dry with materialThe organic layer was dried over sodium sulfate
  6. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-735c9d9aa1e643a28b3df0ee1d37425a
出典データセット
uspto-grants-2016_01
特許番号
US09238026B2

反応ノート

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