Ethanol → Isoquinoline-4-carboxylic acid

HRID 1470480노트

반응식

HRID 1470480 반응식
[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)C(C#N)=[CH:3][N:2]=1.[OH-:13].[K+].[CH3:15][CH2:16][OH:17]>>[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:15]([C:16]([OH:13])=[O:17])=[CH:3][N:2]=1

참가 물질

4

반응물 3

HCID 702EthanolHCID 14797Potassium HydroxideHCID 964504-Isoquinolinecarbonitrile

생성물 1

HCID 459768Isoquinoline-4-carboxylic acid수율 59.3%

실험 절차

To a stirred solution of isoquinolin-4-carbonitrile (Intermediate-13) (3.0 g, 19.45 mmol) in EtOH (30 mL) was added KOH (20 g in 20 mL water) and the mixture was refluxed overnight. It was then cooled to RT and concentrated under reduced pressure. The aqueous layer was washed with Et2O and neutralized using 1N HCl. It was extracted with EtOAc and the organic layer was dried over Na2SO4, filtered, and concentrated to give the title compound (2 g, 59.3%) as an off white solid.

후처리

  1. temperaturethe mixture was refluxed overnight
  2. concentrationconcentrated under reduced pressure
  3. washThe aqueous layer was washed with Et2O
  4. extractionIt was extracted with EtOAc
  5. dry with materialthe organic layer was dried over Na2SO4
  6. filtrationfiltered
  7. concentrationconcentrated

출처 및 근거

ORD 기록
ord-2757b3d97688404c9d6261c1f43178d4
출처 데이터셋
uspto-grants-2015_04
특허 번호
US09006442B2

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