Potassium Hydroxide → 4-Benzyloxy-1-methoxymethyl-isoquinoline-3-carboxylic acid

HRID 250448노트

반응식

HRID 250448 반응식
C([O:8][C:9]([C:11]1[N:12]=[C:13]([CH2:29][O:30][CH3:31])[C:14]2[C:19]([C:20]=1[O:21][CH2:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)=[CH:18][CH:17]=[CH:16][CH:15]=2)=[O:10])C1C=CC=CC=1.[OH-].[K+]>CCO>[CH2:22]([O:21][C:20]1[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[C:13]([CH2:29][O:30][CH3:31])=[N:12][C:11]=1[C:9]([OH:10])=[O:8])[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1

참가 물질

4

반응물 2

HCID 14797Potassium HydroxideHCID 667131694-Benzyloxy-1-methoxymethyl-isoquinoline-3-carboxylic acid benzyl ester

생성물 1

HCID 667128924-Benzyloxy-1-methoxymethyl-isoquinoline-3-carboxylic acid수율 90.2%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A mixture of 4-Benzyloxy-1-methoxymethyl-isoquinoline-3-carboxylic acid benzyl ester (198 mg, 0.48 mmol), KOH (325 mg, 5 mmol) and EtOH (10 ml) was stirred at ambient temperature for 18 h before the solvent was evaporated in vacuo. To the residue was added water (25 ml) and the mixture was washed with Et2O (2×25 ml). Then the solution was acidified by addition of aqueous 6N HCl and extracted with EtOAc (25 ml). The organic phase was dried over MgSO4 and concentrated in vacuo to give the title compound as a yellow oil (140 mg); MS-(+)-ion: M+1=324.1.

후처리

  1. customwas evaporated in vacuo
  2. additionTo the residue was added water (25 ml)
  3. washthe mixture was washed with Et2O (2×25 ml)
  4. additionThen the solution was acidified by addition of aqueous 6N HCl
  5. extractionextracted with EtOAc (25 ml)
  6. dry with materialThe organic phase was dried over MgSO4
  7. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-f486e9ce420c48538e89693cb468dccd
출처 데이터셋
uspto-grants-2011_01
특허 번호
US07863292B2

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