Water → Benzo[b]thiophene-2-propionic acid

HRID 653957

반응식

HRID 653957 반응식
C([O:3][C:4](=[O:16])[CH2:5][CH2:6][C:7]1[S:11][C:10]2[CH:12]=[CH:13][CH:14]=[CH:15][C:9]=2[CH:8]=1)C.[OH-].[K+].CO.O>CO>[S:11]1[C:7]([CH2:6][CH2:5][C:4]([OH:16])=[O:3])=[CH:8][C:9]2[CH:15]=[CH:14][CH:13]=[CH:12][C:10]1=2

참가 물질

5

반응물 3

HCID 962Water2회HCID 23689386Potassium hydroxide methanolHCID 54301546Benzo[b]thiophene-2-propanoic acid ethyl ester

생성물 1

HCID 12713652Benzo[b]thiophene-2-propionic acid수율 98%

시약·촉매·용매 1

HCID 887Methanol용매

반응 조건

온도
25 °C

실험 절차

To a solution of benzo[b]thiophene-2-propanoic acid ethyl ester (3.52 g, 15.0 mmol) in MeOH (200 mL) was added at 0° C. 10% KOH/MeOH (70 mL, 144 mmol) and H2O (30 mL). The solution was stirred at 25° C. for 6 h then kept in a refrigerator (0° C.) overnight. After addition of H2O (20 mL), the mixture was concentrated under reduced pressure to remove most of MeOH then acidified carefully with 3N HCl to pH 2. The resultant turbid mixture was extracted with Et2O (3×500 mL). The combined extracts were washed with brine (200 mL), dried (MgSO4), and concentrated to dryness to give benzo[b]thiophene-2-propanoic acid (3.04 g, 14.7 mmol) in 98% yield as a solid, mp 140°-142° C.

후처리

  1. customthen kept in a refrigerator (0° C.) overnight
  2. concentrationthe mixture was concentrated under reduced pressure
  3. customto remove most of MeOH
  4. extractionThe resultant turbid mixture was extracted with Et2O (3×500 mL)
  5. washThe combined extracts were washed with brine (200 mL)
  6. dry with materialdried (MgSO4)
  7. concentrationconcentrated to dryness

출처 및 근거

ORD 기록
ord-4564e893faf94e44992f541553deceb4
출처 데이터셋
uspto-grants-1992_07
특허 번호
US05128448

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