Potassium Hydroxide → HCID 52270661, compound

HRID 1181413Notes

Reaction equation

HRID 1181413 reaction equation
C[O:2][C:3]([C:5]1[CH:6]=[CH:7][CH:8]=[C:9]2[C:14]=1[CH:13]=[N:12][C:11]([O:15][CH3:16])=[CH:10]2)=[O:4].[OH-].[K+]>C(O)C.O>[CH3:16][O:15][C:11]1[N:12]=[CH:13][C:14]2[C:9]([CH:10]=1)=[CH:8][CH:7]=[CH:6][C:5]=2[C:3]([OH:4])=[O:2]

Participants

5

Reactant 2

HCID 14797Potassium HydroxideHCID 69522856HCID 69522856, compound

Product 1

HCID 52270661HCID 52270661, compoundYield 115.7%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

To a solution of methyl-3-methoxyisoquinoline-8-carboxylate (Description 55; 280 mg, 1 mmol) in ethanol (10 ml) was added potassium hydroxide (145 mg, 3 mmol) in water (6 ml). This mixture was heated at reflux for 30 minutes, cooled and the ethanol removed by evaporation. The remaining aqueous mixture was acidified with 1M HCl (3 ml) to pH 5. The solid was collected by filtration and dried in a vacuum oven to give the title compound (235 mg, 90%).

Workup

  1. temperatureThis mixture was heated
  2. temperatureat reflux for 30 minutes
  3. temperaturecooled
  4. customthe ethanol removed by evaporation
  5. filtrationThe solid was collected by filtration
  6. customdried in a vacuum oven

Sources & evidence

ORD record
ord-81b24ae963ff4589b3b402446c94a01c
Source dataset
uspto-grants-2007_10
Patent number
US07285563B2

Reaction notes

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