Sodium Hydroxide → 1-Bromo-4-hydroxy-isoquinoline-3-carboxylic acid

HRID 523793

반응식

HRID 523793 반응식
C([O:5][C:6]([C:8]1[N:9]=[C:10]([Br:19])[C:11]2[C:16]([C:17]=1[OH:18])=[CH:15][CH:14]=[CH:13][CH:12]=2)=[O:7])CCC.[OH-].[Na+]>CCO>[Br:19][C:10]1[C:11]2[C:16](=[CH:15][CH:14]=[CH:13][CH:12]=2)[C:17]([OH:18])=[C:8]([C:6]([OH:7])=[O:5])[N:9]=1

참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 860145411-Bromo-4-hydroxy-isoquinoline-3-carboxylic acid butyl ester

생성물 1

HCID 860146131-Bromo-4-hydroxy-isoquinoline-3-carboxylic acid

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A mixture of 1-bromo-4-hydroxy-isoquinoline-3-carboxylic acid butyl ester (8.18 g, 25 mmol; Example D-28 a) aqueous 2N NaOH (80 ml, 160 mmol) and EtOH (80 ml) was refluxed with stirring for 2 h. Then the solution was concentrated in vacuo to ½ of its volume, diluted with water (200 ml), and was acidified by addition of concentrated aqueous HCl. After stirring at ambient temperature for 1 h the resulting suspension was submitted to vacuum filtration. The filter cake was washed thoroughly with water and dried in vacuo at 75° C. to give the title compound as a white solid (6.10 g); 1H NMR (DMSO-d6): δ=8.30 to 8.37 (m, 1H), 8.16 to 8.22 (m, 1H), 7.93 to 8.03 (m, 2H).

후처리

  1. concentrationThen the solution was concentrated in vacuo
  2. additiondiluted with water (200 ml)
  3. additionwas acidified by addition of concentrated aqueous HCl
  4. stirringAfter stirring at ambient temperature for 1 h the resulting suspension
  5. filtrationwas submitted to vacuum filtration
  6. washThe filter cake was washed thoroughly with water
  7. customdried in vacuo at 75° C.

출처 및 근거

ORD 기록
ord-3892d575f2464c6da59e1e64d4c08a99
출처 데이터셋
uspto-grants-2016_05
특허 번호
US09339527B2

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