Sodium Hydroxide → HCID 69332259、化合物

HRID 350332ノート

反応式

HRID 350332 の反応式
[C:1]([O:5][C:6]([N:8]1[CH2:12][CH2:11][CH2:10][C@H:9]1[CH2:13][O:14][C:15]1[CH:25]=[CH:24][C:18]([C:19]([O:21]CC)=[O:20])=[CH:17][CH:16]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[OH-].[Na+]>CO>[C:1]([O:5][C:6]([N:8]1[CH2:12][CH2:11][CH2:10][C@H:9]1[CH2:13][O:14][C:15]1[CH:16]=[CH:17][C:18]([C:19]([OH:21])=[O:20])=[CH:24][CH:25]=1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 86587778HCID 86587778、化合物

生成物 1

HCID 69332259HCID 69332259、化合物収率 95%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To the above ethyl (S)-4-(1-tert-butoxycarbonyl-2-pyrrolidinyl)methoxybenzoate was added MeOH (100 mL) and 1 N NaOH (50 mL). The mixture was stirred for 15 hr at room temp. After removal of MeOH under a reduced pressure, water (50 mL) was added to the residual solution. The aqueous solution was washed with Et2O (×2) and then acidified by the addition of 1 N HCl. The mixture was extracted with EtOAc., washed with water, brine, dried over MgSO4 and evaporated in vacuo to afford 4.26 g (95%) (S)-4-(1-tert-butoxycarbonyl-2-pyrrolidinyl) methoxybenzoic acid as a crystalline solid.

後処理

  1. customAfter removal of MeOH under a reduced pressure, water (50 mL)
  2. additionwas added to the residual solution
  3. washThe aqueous solution was washed with Et2O (×2)
  4. additionacidified by the addition of 1 N HCl
  5. extractionThe mixture was extracted with EtOAc
  6. wash, washed with water, brine
  7. dry with materialdried over MgSO4
  8. customevaporated in vacuo

出典と根拠

ORDレコード
ord-5398afa5b6f4427a98d93273eeccc575
出典データセット
uspto-grants-2007_02
特許番号
US07179819B2

反応ノート

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