Ethanol → Isoquinoline-4-carboxylic acid

HRID 1470480ノート

反応式

HRID 1470480 の反応式
[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

参加物

4

反応物 3

HCID 702EthanolHCID 14797Potassium HydroxideHCID 964504-Isoquinolinecarbonitrile

生成物 1

HCID 459768Isoquinoline-4-carboxylic acid収率 59.3%

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-2757b3d97688404c9d6261c1f43178d4
出典データセット
uspto-grants-2015_04
特許番号
US09006442B2

反応ノート

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