Potassium Hydroxide → HCID 12812974, compound

HRID 1074621Notes

Reaction equation

HRID 1074621 reaction equation
[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6]([C:17]([O:19]CC)=[O:18])=[CH:7][N:8]([CH2:13][CH2:14][CH2:15][OH:16])[C:9]2=[O:12])=[CH:4][CH:3]=1.[OH-].[K+]>C(O)C>[C:17]([C:6]1[C:5]2[C:10](=[CH:11][C:2]([Cl:1])=[CH:3][CH:4]=2)[C:9](=[O:12])[N:8]([CH2:13][CH2:14][CH2:15][OH:16])[CH:7]=1)([OH:19])=[O:18]

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 12812973HCID 12812973, compound

Product 1

HCID 12812974HCID 12812974, compoundYield 89.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Then, 20.1 g of 7-chloro-4-ethoxycarbonyl-2-(3-hydroxypropyl)-1(2H)-isoquinolone was dissolved in 50 ml of ethanol, and 100 ml of an ethanolic solution of 5.5 g of potassium hydroxide was added to the resulting solution, followed by thoroughly stirring. The resulting solution was then poured into ice-water and the mixture was filtered. The filtrate was rendered neutral with dilute acetic acid and the precipitated crystals were filtered and washed with water. Recrystallization from a mixture of ethanol and petroleum ether gave 16.4 g of 4-carboxy-7-chloro-2-(3-hydroxypropyl)-1(2H)-isoquinolone having a melting point of 193° C. as colorless prisms.

Workup

  1. filtrationthe mixture was filtered
  2. filtrationthe precipitated crystals were filtered
  3. washwashed with water
  4. customRecrystallization
  5. additionfrom a mixture of ethanol and petroleum ether

Sources & evidence

ORD record
ord-82fc2d6a3f2f4a5996303a4e422b9f15
Source dataset
uspto-grants-1983_07
Patent number
US04393210

Reaction notes

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