Methyl iodide → HCID 22406815, compound

HRID 440476Notes

Reaction equation

HRID 440476 reaction equation
CI.[C:3](O)(=O)C(O)=O.[Cl:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[C:16]1([CH:20]2[C:29]3[C:24](=[CH:25][CH:26]=[C:27]([O:30][CH3:31])[CH:28]=3)[CH2:23][CH2:22][NH:21]2)[CH2:19][CH2:18][CH2:17]1.C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[Cl:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[C:16]1([CH:20]2[C:29]3[C:24](=[CH:25][CH:26]=[C:27]([O:30][CH3:31])[CH:28]=3)[CH2:23][CH2:22][N:21]2[CH3:3])[CH2:19][CH2:18][CH2:17]1

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 22406904HCID 22406904, compound

Product 1

HCID 22406815HCID 22406815, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent2×

Procedure

A solution of methyl iodide (0.5 g) in acetone (10 ml) was added dropwise to a stirred suspension of 1-[1-(2-chlorophenyl)cyclobutyl]-7-methoxy-1,2,3,4-tetrahydroisoquinoline oxalate (1.4 g prepared as described in Example RC11) and anhydrous potassium carbonate (3 g) in acetone (80 ml). The mixture was stirred at ambient temperature for 3.5 hours and the solvent removed by evaporation. Water was added and the mixture extracted with ether. The ether layer yielded 1-[1-(2-chloro-phenyl)cyclobutyl]-7-methoxy-2-methyl-1,2,3,4-tetrahydroisoquinoline as an oil.

Workup

  1. customthe solvent removed by evaporation
  2. additionWater was added
  3. extractionthe mixture extracted with ether

Sources & evidence

ORD record
ord-45c34d5c0fd942f1bc5f725601b3e091
Source dataset
uspto-grants-1996_05
Patent number
US05519034

Reaction notes

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