Potassium Carbonate → HCID 19802540, compound

HRID 1645917Notes

Reaction equation

HRID 1645917 reaction equation
[OH:1][C:2]1[CH:11]=[CH:10][CH:9]=[C:8]2[C:3]=1[CH2:4][CH2:5][NH:6][C:7]2=[O:12].C(=O)([O-])[O-].[K+].[K+].[CH3:19][O:20][CH2:21][CH:22]1[O:24][CH2:23]1>C(O)C>[OH:24][CH:22]([CH2:21][O:20][CH3:19])[CH2:23][O:1][C:2]1[CH:11]=[CH:10][CH:9]=[C:8]2[C:3]=1[CH2:4][CH2:5][NH:6][C:7]2=[O:12]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 135891,2-Epoxy-3-methoxypropaneHCID 132366635-Hydroxy-1,2,3,4-tetrahydroisoquinolin-1-one

Product 1

HCID 19802540HCID 19802540, compoundYield 44%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 1 g (6 mmol) of 3,4-dihydro-5-hydroxy-1(2H)-isoquinolinone and 2.1 g (15 mmol) of potassium carbonate in 50 ml of ethanol was refluxed for one hour. To this was added 0.65 ml (18 mmol) of glycidyl methyl ether and the mixture was refluxed overnight. The reaction was concentrated, the residue dissolved in chloroform, filtered and concentrated to an oil which solidified. The solid was recrystallized twice from water to give 0.66 g (44%) of the desired product; mp 119°-123°.

Workup

  1. temperaturewas refluxed for one hour
  2. temperaturethe mixture was refluxed overnight
  3. concentrationThe reaction was concentrated
  4. dissolutionthe residue dissolved in chloroform
  5. filtrationfiltered
  6. concentrationconcentrated to an oil which
  7. customThe solid was recrystallized twice from water

Sources & evidence

ORD record
ord-b06fae9fea0c4c469cdccada74e90ecf
Source dataset
uspto-grants-1993_01
Patent number
US05177075

Reaction notes

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