Sodium Hydroxide → HCID 18979288, compound

HRID 2393163Notes

Reaction equation

HRID 2393163 reaction equation
[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]([CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][C:18]([O:20]CC)=[O:19])=[CH:3][N:2]=1.[OH-].[Na+]>CO.O>[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]([CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][C:18]([OH:20])=[O:19])=[CH:3][N:2]=1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 18979241HCID 18979241, compound

Product 1

HCID 18979288HCID 18979288, compoundYield 82.8%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

Ethyl 8-(isoquinolin-4-yl)octanoate (0.8 g) was dissolved in a mixture of methanol (10 ml) and water (5 ml) followed by addition of sodium hydroxide (1 g), and the mixture was stirred at room temperature for 1 hour. The reaction mixture was then concentrated under reduced pressure and the residue was adjusted to pH 5 with 2N-HCl and extracted with ethyl acetate. The organic layer was washed with water, dried, and concentrated under reduced pressure, and the resulting crude crystalline crop was recrystallized from ethyl acetate to provide the title compound (0.6 g).

Workup

  1. concentrationThe reaction mixture was then concentrated under reduced pressure
  2. extractionextracted with ethyl acetate
  3. washThe organic layer was washed with water
  4. customdried
  5. concentrationconcentrated under reduced pressure
  6. customthe resulting crude crystalline crop was recrystallized from ethyl acetate

Sources & evidence

ORD record
ord-cc0d473fe4514dad857a28f97411d268
Source dataset
uspto-grants-1998_09
Patent number
US05804601

Reaction notes

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