Veratraldehyde → N-(3,4-dimethoxybenzyl)-N-(1-methyl-2,2,2-trifluoroethyl)-amine

HRID 1086135Notes

Reaction equation

HRID 1086135 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:8]=[CH:9][C:10]=1[O:11][CH3:12])[CH:6]=O.[CH3:13][CH:14]([NH2:19])[C:15]([F:18])([F:17])[F:16]>>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:8]=[CH:9][C:10]=1[O:11][CH3:12])[CH2:6][NH:19][CH:14]([CH3:13])[C:15]([F:18])([F:17])[F:16]

Participants

3

Reactant 2

HCID 8419VeratraldehydeHCID 37831651,1,1-Trifluoro-2-propanamine

Product 1

HCID 19826619N-(3,4-dimethoxybenzyl)-N-(1-methyl-2,2,2-trifluoroethyl)-amine

Procedure

The secondary amines can easily be prepared according to known methods by reaction of an appropriately substituted aromatic aldehyde with a primary amine and hydrogenation of the addition product. By condensing 3,4-dimethoxybenzaldehyde with 1-methyl-2,2,2-trifluoroethylamine and hydrogenation of the condensate, N-(3,4-dimethoxybenzyl)-N-(1-methyl-2,2,2-trifluoroethyl)-amine is obtained according to the following reaction scheme: ##STR10##

Sources & evidence

ORD record
ord-439c9db9c3024403a3239179538bfa60
Source dataset
uspto-grants-1991_07
Patent number
US05028256

Reaction notes

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