2-Methyl-1-(2,3,4-trimethoxyphenyl)propan-2-amine → alpha-(alpha,alpha-Dimethyl-2,3,4-trimethoxyphenethylimino)-2-benzyloxyacetophenone

HRID 1680886Notes

Reaction equation

HRID 1680886 reaction equation
[OH2:1].[CH2:2]([O:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[C:16]([CH:18]=O)=O)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[CH3:20][C:21]([NH2:36])([CH3:35])[CH2:22][C:23]1[CH:28]=[CH:27][C:26]([O:29][CH3:30])=[C:25]([O:31][CH3:32])[C:24]=1[O:33][CH3:34]>CS(C)=O>[CH3:35][C:21]([N:36]=[C:10]([O:9][CH2:2][C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=1)[C:15]([C:14]1[CH:13]=[CH:12][CH:11]=[CH:16][CH:18]=1)=[O:1])([CH3:20])[CH2:22][C:23]1[CH:28]=[CH:27][C:26]([O:29][CH3:30])=[C:25]([O:31][CH3:32])[C:24]=1[O:33][CH3:34]

Participants

4

Reactant 2

HCID 130205972-Methyl-1-(2,3,4-trimethoxyphenyl)propan-2-amineHCID 204340852-Benzyloxyphenylglyoxal hydrate

Product 1

HCID 23454851alpha-(alpha,alpha-Dimethyl-2,3,4-trimethoxyphenethylimino)-2-benzyloxyacetophenone

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent3×

Conditions

Temperature
25 °C

Procedure

2.4 g of 2-benzyloxyphenylglyoxal hydrate are dissolved in 3 ml of dimethylsulfoxide, and a solution of 1.9 g of α,α-dimethyl-2,3,4-trimethoxyphenethylamine in 5 ml of dimethylsulfoxide is added thereto. The mixture is stirred at 25° C. for one hour, whereby a solution of α-(α,α-dimethyl-2,3,4-trimethoxyphenethylimino)-2-benzyloxyacetophenone in dimethylsulfoxide is obtained.

Sources & evidence

ORD record
ord-b4178cdbbf1845d1b9634a60a9b782e2
Source dataset
uspto-grants-1981_06
Patent number
US04276304

Reaction notes

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