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

HRID 590991노트

반응식

HRID 590991 반응식
[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]

참가 물질

5

반응물 2

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

생성물 1

HCID 581103102-Bromo-5-phenylthiophene-3-carboxylic acid수율 95%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 962Water용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-735c9d9aa1e643a28b3df0ee1d37425a
출처 데이터셋
uspto-grants-2016_01
특허 번호
US09238026B2

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