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

HRID 1967157ノート

反応式

HRID 1967157 の反応式
[NH:1]([C:8]1[S:9][C:10]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)=[CH:11][C:12]=1[C:13]([O:15]CC)=[O:14])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[Na+]>C(O)C.Cl.O.C(OCC)(=O)C>[NH:1]([C:8]1[S:9][C:10]([C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=2)=[CH:11][C:12]=1[C:13]([OH:15])=[O:14])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

参加物

7

反応物 2

HCID 14798Sodium HydroxideHCID 58256479Ethyl 2-anilino-5-phenylthiophene-3-carboxylate

生成物 1

HCID 582564742-Anilino-5-phenylthiophene-3-carboxylic acid

試薬・触媒・溶媒 4

HCID 313Hydrochloric Acid溶媒HCID 702Ethanol溶媒HCID 962Water溶媒2 回HCID 8857Ethyl Acetate溶媒

反応条件

温度
80 °C

実験手順

To a suspension of ethyl 2-anilino-5-phenylthiophene-3-carboxylate (51.7 mg, 0.160 mmol) in ethanol (3 mL) was added water (0.6 mL) and aqueous sodium hydroxide solution (2 M, 0.400 ml, 0.799 mmol). The reaction suspension was heated to 80° C. to afford a clear yellow solution; after one hour the suspension was allowed to cool to room temperature before being diluted with an aqueous hydrogen chloride solution (2 M, 1 mL), water (1.5 mL), and ethyl acetate (10 mL). The layers were separated and the aqueous layer was extracted with ethyl acetate (5 mL). The combined organic layers were combined and concentrated to afford 2-anilino-5-phenylthiophene-3-carboxylic acid.

後処理

  1. customto afford a clear yellow solution
  2. temperatureto cool to room temperature
  3. customThe layers were separated
  4. extractionthe aqueous layer was extracted with ethyl acetate (5 mL)
  5. concentrationconcentrated

出典と根拠

ORDレコード
ord-8f6e7ec8a746425fabfb7f9b73d02a28
出典データセット
uspto-grants-2013_04
特許番号
US08420695B2

反応ノート

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