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

HRID 458787노트

반응식

HRID 458787 반응식
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

참가 물질

5

반응물 2

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

생성물 1

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

시약·촉매·용매 2

HCID 887Methanol용매HCID 312751,4-Dioxane용매

반응 조건

온도
50 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-2bc885635a2e488eba8d758bfb256bfc
출처 데이터셋
uspto-grants-2007_03
특허 번호
US07192950B2

반응 노트

불러오는 중…