Lithium Hydroxide → 4-(1-Tert-butoxycarbonylpyrrolidin-3-yloxy)phenoxyacetic acid

HRID 412550노트

반응식

HRID 412550 반응식
C([O:3][C:4](=[O:26])[CH2:5][O:6][C:7]1[CH:12]=[CH:11][C:10]([O:13][CH:14]2[CH2:18][CH2:17][N:16]([C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])[CH2:15]2)=[CH:9][CH:8]=1)C.[OH-].[Li+]>O1CCCC1.C(O)C>[C:22]([O:21][C:19]([N:16]1[CH2:17][CH2:18][CH:14]([O:13][C:10]2[CH:9]=[CH:8][C:7]([O:6][CH2:5][C:4]([OH:26])=[O:3])=[CH:12][CH:11]=2)[CH2:15]1)=[O:20])([CH3:25])([CH3:23])[CH3:24]

참가 물질

5

반응물 2

HCID 3939Lithium HydroxideHCID 600642154-(1-tert-Butoxycarbonylpyrrolidin-3-yloxy)phenoxyacetic acid ethyl ester

생성물 1

HCID 185363434-(1-Tert-butoxycarbonylpyrrolidin-3-yloxy)phenoxyacetic acid수율 99.7%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 4-(1-tert-butoxycarbonylpyrrolidin-3-yloxy)phenoxyacetic acid ethyl ester (2.5 g) in a mixture of tetrahydrofuran (5 ml) and ethanol (5 ml) was added 1N aqueous lithium hydroxide solution (7.5 ml) with ice-cooling, and the mixture was stirred at room temperature for 30 min. After completion of the reaction, the solvent was evaporated and to the obtained residue were added ice water and 10% aqueous citric acid solution, and the mixture was extracted with ethyl acetate. The organic layer was washed successively with water and saturated brine and dried over anhydrous magnesium sulfate. The solvent was evaporated and the residue was dried under reduced pressure to give the title compound(2.30 g).

후처리

  1. temperaturecooling
  2. customAfter completion of the reaction
  3. customthe solvent was evaporated and to the obtained residue
  4. additionwere added ice water and 10% aqueous citric acid solution
  5. extractionthe mixture was extracted with ethyl acetate
  6. washThe organic layer was washed successively with water and saturated brine
  7. dry with materialdried over anhydrous magnesium sulfate
  8. customThe solvent was evaporated
  9. customthe residue was dried under reduced pressure

출처 및 근거

ORD 기록
ord-b66f0f746141458c9a594ff45484dda6
출처 데이터셋
uspto-grants-2003_05
특허 번호
US06562828B1

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