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

HRID 412550ノート

反応式

HRID 412550 の反応式
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]

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-b66f0f746141458c9a594ff45484dda6
出典データセット
uspto-grants-2003_05
特許番号
US06562828B1

反応ノート

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