Benzyl iodide → HCID 14721020, compound

HRID 345852

Reaction equation

HRID 345852 reaction equation
[C:1]1([C:7]2[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[CH2:10][CH2:9][N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH2:17]([I:24])[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>C(#N)C>[I-:24].[C:1]1([C:7]2[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[CH2:10][CH2:9][N+:8]=2[CH2:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 12098Benzyl iodideHCID 6099261-Phenyl-3,4-dihydroisoquinoline

Product 1

HCID 14721020HCID 14721020, compoundYield 74.1%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture of 1-phenyl-3,4-dihydroisoquinoline (1.0 g) and benzyliodide (1.26 g) in acetonitrile (7 ml) was refluxed for 1 hour. After allowing to cool to room temperature, the reaction mixture was evaporated in vacuo and the residual precipitate was recrystallized from a mixture of diethyl ether (5 ml) and acetonitrile (3 ml). The crystal was collected by filtration, washed with diethyl ether and dried in vacuo to give 1-phenyl-2-benzyl-3,4-dihydroisoquinolinium iodide (1.52 g).

Workup

  1. temperaturewas refluxed for 1 hour
  2. customthe reaction mixture was evaporated in vacuo
  3. customthe residual precipitate was recrystallized from a mixture of diethyl ether (5 ml) and acetonitrile (3 ml)
  4. filtrationThe crystal was collected by filtration
  5. washwashed with diethyl ether
  6. customdried in vacuo

Sources & evidence

ORD record
ord-e3457a9e9bca4fb58566c9333f5be9a0
Source dataset
uspto-grants-1991_10
Patent number
US05059608

Linked notes

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