Methyl iodide → HCID 22406864, compound

HRID 440517Notes

Reaction equation

HRID 440517 reaction equation
[CH3:1][I:2].[CH2:3]([O:10][C:11]1[CH:20]=[C:19]2[C:14]([CH2:15][CH2:16][N:17]=[C:18]2[C:21]2([C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=3[Cl:32])[CH2:25][CH2:24][CH2:23][CH2:22]2)=[CH:13][C:12]=1[O:33][CH3:34])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1>C(#N)C>[I-:2].[CH2:3]([O:10][C:11]1[CH:20]=[C:19]2[C:14]([CH2:15][CH2:16][N+:17]([CH3:1])=[C:18]2[C:21]2([C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=3[Cl:32])[CH2:25][CH2:24][CH2:23][CH2:22]2)=[CH:13][C:12]=1[O:33][CH3:34])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 22406719HCID 22406719, compound

Product 1

HCID 22406864HCID 22406864, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Methyl iodide (15 ml) was added to a solution of 7-benzyloxy-1-[1-(2-chlorophenyl)cyclopentyl]-6-methoxy-3,4-dihydroisoquinoline (13 g, prepared as described in Example CA34) in acetonitrile (100 ml). The mixture was heated under reflux for 24 hours, cooled and the resulting solid collected by filtration. The solid was washed with ether and dried in air to give 7-benzyloxy-1-[1-(2-chlorophenyl)cyclopentyl]-6-methoxy-2-methyl-3,4-dihydroisoquinolinium iodide (10 g).

Workup

  1. temperatureThe mixture was heated
  2. temperatureunder reflux for 24 hours
  3. temperaturecooled
  4. filtrationthe resulting solid collected by filtration
  5. washThe solid was washed with ether
  6. customdried in air

Sources & evidence

ORD record
ord-5cfb54266fcc4e9cafecfcf794019ff1
Source dataset
uspto-grants-1996_05
Patent number
US05519034

Reaction notes

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