Sodium Hydroxide → 3-(3-Methoxy-4-benzyloxyphenyl)propionic acid

HRID 458787ノート

反応式

HRID 458787 の反応式
C([O:8][C:9](=[O:28])[CH2:10][CH2:11][C:12]1[CH:17]=[CH:16][C:15]([O:18][CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)=[C:14]([O:26][CH3:27])[CH:13]=1)C1C=CC=CC=1.[OH-].[Na+]>CO.O1CCOCC1>[CH2:19]([O:18][C:15]1[CH:16]=[CH:17][C:12]([CH2:11][CH2:10][C:9]([OH:28])=[O:8])=[CH:13][C:14]=1[O:26][CH3:27])[C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=1

参加物

5

反応物 2

HCID 14798Sodium HydroxideHCID 693534603-(4-Benzyloxy-3-methoxy-phenyl)-propionic acid benzyl ester

生成物 1

HCID 27524153-(3-Methoxy-4-benzyloxyphenyl)propionic acid収率 100%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 312751,4-Dioxane溶媒

反応条件

温度
50 °C

実験手順

To a solution of-3-(4-benzyloxy-3-methoxy-phenyl)-propionic acid benzyl ester (11.03 g, 29.30 mmol), in MeOH (110 ml) and dioxane (145 ml), was added dropwise aqueous NaOH 2N (139 ml, 278 mmol). The resulting yellow homogeneous mixture was then stirred at 50° C. for 17 h. The reaction mixture was then concentrated in vacuo and washed with Et2O (100 ml). The aqueous phase was acidified (pH=1) with HCl 2N and extracted three times with CH2Cl2. The combined organic phases were dried over anhydrous MgSO4, filtered and concentrated to give the title carboxylic acid (8.4 g, 29.30 mmol, 100%) as a colorless solid.

後処理

  1. concentrationThe reaction mixture was then concentrated in vacuo
  2. washwashed with Et2O (100 ml)
  3. extractionextracted three times with CH2Cl2
  4. dry with materialThe combined organic phases were dried over anhydrous MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-2bc885635a2e488eba8d758bfb256bfc
出典データセット
uspto-grants-2007_03
特許番号
US07192950B2

反応ノート

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