Sodium Hydroxide → 1-Benzothiophene-7-carboxylic acid

HRID 605953노트

반응식

HRID 605953 반응식
C([O:3][C:4]([C:6]1[C:11]2[S:12][CH:13]=[CH:14][C:10]=2[CH:9]=[CH:8][CH:7]=1)=[O:5])C.[OH-].[Na+]>CO.O>[S:12]1[CH:13]=[CH:14][C:10]2[CH:9]=[CH:8][CH:7]=[C:6]([C:4]([OH:5])=[O:3])[C:11]1=2

참가 물질

5

반응물 2

HCID 14798Sodium HydroxideHCID 49758023Ethyl benzo[b]thiophene-7-carboxylate

생성물 1

HCID 142350731-Benzothiophene-7-carboxylic acid수율 59%

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매

실험 절차

To a solution of benzo[b]thiophene-7-carboxylic acid ethyl ester (1.0 g, 48 mmol) in methanol (10 mL) and water (10 mL) is added sodium hydroxide (5 g, excess). The solution is stirred at room temperature for 30 min; at which point all the ester has been consumed. The reaction mixture is adjusted to pH 1 by adding 6M HCl solution, and extracted with DCM. The combined organic layers are filtered through a silica plug to afford the title compound as a yellow solid (505.2 mg, 59%).

후처리

  1. customat which point all the ester has been consumed
  2. additionby adding 6M HCl solution
  3. extractionextracted with DCM
  4. filtrationThe combined organic layers are filtered through a silica plug

출처 및 근거

ORD 기록
ord-d91cd1895e324c6aaf09b9b5c1880d06
출처 데이터셋
uspto-grants-2011_03
특허 번호
US07915256B2

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