1-(3,4-Dimethoxyphenyl)-2-methylpropan-2-amine → alpha-(alpha,alpha-Dimethyl-3,4-dimethoxyphenethylimino)-2-n-butoxyacetophenone

HRID 1680885Notes

Reaction equation

HRID 1680885 reaction equation
O.C(O[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[C:13]([CH:15]=[O:16])=[O:14])CCC.[CH3:17][C:18]([NH2:31])([CH3:30])[CH2:19][C:20]1[CH:25]=[CH:24][C:23]([O:26][CH3:27])=[C:22]([O:28][CH3:29])[CH:21]=1>CS(C)=O>[CH3:30][C:18]([N:31]=[C:15]([O:16][CH2:12][CH2:7][CH2:8][CH3:9])[C:13]([C:8]1[CH:7]=[CH:12][CH:11]=[CH:10][CH:9]=1)=[O:14])([CH3:17])[CH2:19][C:20]1[CH:25]=[CH:24][C:23]([O:26][CH3:27])=[C:22]([O:28][CH3:29])[CH:21]=1

Participants

4

Reactant 2

HCID 130206331-(3,4-Dimethoxyphenyl)-2-methylpropan-2-amineHCID 204341192-n-Butoxyphenylglyoxal hydrate

Product 1

HCID 23454847alpha-(alpha,alpha-Dimethyl-3,4-dimethoxyphenethylimino)-2-n-butoxyacetophenone

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent3×

Conditions

Temperature
25 °C

Procedure

2 g of 2-n-butoxyphenylglyoxal hydrate are dissolved in 2.5 ml of dimethylsulfoxide, and a solution of 1.83 g of α,α-dimethyl-3,4-dimethoxyphenethylamine in one ml of dimethylsulfoxide is added thereto. The mixture is stirred at 25° C. for 30 minutes, whereby a solution of α-(α,α-dimethyl-3,4-dimethoxyphenethylimino)-2-n-butoxyacetophenone in dimethylsulfoxide is obtained.

Sources & evidence

ORD record
ord-85486a280b2e43458ee0f16aeb905105
Source dataset
uspto-grants-1981_06
Patent number
US04276304

Reaction notes

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