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

HRID 1967157노트

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HRID 1967157 반응식
[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

참가 물질

7

반응물 2

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

생성물 1

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

시약·촉매·용매 4

HCID 313Hydrochloric Acid용매HCID 702Ethanol용매HCID 962Water용매2회HCID 8857Ethyl Acetate용매

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온도
80 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-8f6e7ec8a746425fabfb7f9b73d02a28
출처 데이터셋
uspto-grants-2013_04
특허 번호
US08420695B2

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