Veratryl chloride → HCID 14499767, compound

HRID 476631Notes

Reaction equation

HRID 476631 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([C:7]([N:9]2[CH2:18][CH2:17][C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[CH2:10]2)=[O:8])=[CH:3][CH:2]=1.[CH3:19][O:20][C:21]1[CH:22]=[C:23]([CH:26]=[CH:27][C:28]=1[O:29][CH3:30])[CH2:24][Cl:25]>C(OCC)(=O)C>[Cl-:25].[CH3:19][O:20][C:21]1[CH:22]=[C:23]([CH2:24][N+:1]2[CH:2]=[CH:3][C:4]([C:7]([N:9]3[CH2:18][CH2:17][C:16]4[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=4)[CH2:10]3)=[O:8])=[CH:5][CH:6]=2)[CH:26]=[CH:27][C:28]=1[O:29][CH3:30]

Participants

4

Reactant 2

HCID 81740Veratryl chlorideHCID 4137929HCID 4137929, compound

Product 1

HCID 14499767HCID 14499767, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A mixture of 4.76 g (20 mmol) of 2-[(4-pyridyl)-carbonyl]-1,2,3,4-tetrahydroisoquinoline, 4.5 g (24 mmol) of 3,4-dimethoxybenzyl chloride and 200 ml of ethyl acetate is heated under reflux for 20 h. The mixture obtained is allowed to cool, and the precipitate is separated off by filtration and washed with ether. 6.6 g of salt are collected, this being used without further purification in the following stage.

Workup

  1. temperatureis heated
  2. temperatureunder reflux for 20 h
  3. customThe mixture obtained
  4. temperatureto cool
  5. customthe precipitate is separated off by filtration
  6. washwashed with ether
  7. custom6.6 g of salt are collected
  8. customthis being used without further purification in the following stage

Sources & evidence

ORD record
ord-3ebf1d08dd9740fa8d591badc0e30b02
Source dataset
uspto-grants-1989_12
Patent number
US04885302

Reaction notes

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