Homoveratrylamine → HCID 20371579, compound

HRID 437906Notes

Reaction equation

HRID 437906 reaction equation
[Cl:1][CH:2]([O:11][CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=[O:4].[CH3:19][O:20][C:21]1[CH:22]=[C:23]([CH:27]=[CH:28][C:29]=1[O:30][CH3:31])[CH2:24][CH2:25][NH2:26]>C(Cl)Cl>[ClH:1].[CH3:19][O:20][C:21]1[CH:22]=[C:23]([CH:27]=[CH:28][C:29]=1[O:30][CH3:31])[CH2:24][CH2:25][NH:26][CH:2]([O:11][CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=[O:4]

Participants

4

Reactant 2

HCID 8421HomoveratrylamineHCID 20371574HCID 20371574, compound

Product 1

HCID 20371579HCID 20371579, compoundYield 47.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 5 g of α-chloro-2-benzyloxyacetophenone in 15 ml of methylene chloride is added dropwise to 10.5 g of 3,4-dimethoxyphenethylamine. The mixture is refluxed for one hour. Then, the mixture is treated in the same manner as described in Example 1-(a). 4 g of α-(3,4-dimethoxyphenethylamino)-2-benzyloxyacetophenone hydrochloride are obtained. M.p. 177° -180° C. (recrystallized from ethanol).

Workup

  1. temperatureThe mixture is refluxed for one hour
  2. additionThen, the mixture is treated in the same manner

Sources & evidence

ORD record
ord-4e50c33f9e6642188747308cb0191b47
Source dataset
uspto-grants-1977_06
Patent number
US04032575

Reaction notes

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