Sodium Hydroxide → 4-(2-{2-[(2-Tert-butoxy-1,1-dimethyl-2-oxoethyl)thio]-1,3-thiazol-4-yl}ethoxy)benzoic acid

HRID 914301노트

반응식

HRID 914301 반응식
C[O:2][C:3](=[O:29])[C:4]1[CH:9]=[CH:8][C:7]([O:10][CH2:11][CH2:12][C:13]2[N:14]=[C:15]([S:18][C:19]([CH3:28])([CH3:27])[C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21])[S:16][CH:17]=2)=[CH:6][CH:5]=1.[OH-].[Na+]>CO.O1CCCC1>[C:23]([O:22][C:20](=[O:21])[C:19]([S:18][C:15]1[S:16][CH:17]=[C:13]([CH2:12][CH2:11][O:10][C:7]2[CH:6]=[CH:5][C:4]([C:3]([OH:29])=[O:2])=[CH:9][CH:8]=2)[N:14]=1)([CH3:28])[CH3:27])([CH3:24])([CH3:25])[CH3:26]

참가 물질

5

반응물 2

HCID 14798Sodium HydroxideHCID 597589714-(2-{2-[(2-Tert-butoxy-1,1-dimethyl-2-oxoethyl)thio]-1,3-thiazol-4-yl}ethoxy)benzoic acid methyl ester

생성물 1

HCID 597594114-(2-{2-[(2-Tert-butoxy-1,1-dimethyl-2-oxoethyl)thio]-1,3-thiazol-4-yl}ethoxy)benzoic acid수율 100.4%

시약·촉매·용매 2

HCID 887Methanol용매HCID 8028Tetrahydrofuran용매

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온도
60 °C

실험 절차

4-(2-{2-[(2-tert-Butoxy-1,1-dimethyl-2-oxoethyl)thio]-1,3-thiazol-4-yl}ethoxy)benzoic acid methyl ester (7.0 g) obtained in Example 60-1 was dissolved in methanol (50 mL) and tetrahydrofuran (30 mL), 1 mol/L aqueous sodium hydroxide solution (24 ml) was added, and the mixture was stirred at 60° C. for 2 hr. The reaction mixture was concentrated under reduced pressure, aqueous 10% citric acid solution was added, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure to give the title compound (6.8 g) as a white solid.

후처리

  1. concentrationThe reaction mixture was concentrated under reduced pressure, aqueous 10% citric acid solution
  2. additionwas added
  3. extractionthe mixture was extracted with ethyl acetate
  4. washThe organic layer was washed with saturated brine
  5. dry with materialdried over anhydrous sodium sulfate
  6. customThe solvent was evaporated under reduced pressure

출처 및 근거

ORD 기록
ord-7df8f7dd6ccd40b2ba28df5227c78ad6
출처 데이터셋
uspto-grants-2011_09
특허 번호
US08026370B2

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