4-Methoxybenzylamine → 5-(Dimethoxymethyl)-1-(4-methoxybenzyl)-4-phenyl-1H-imidazole

HRID 32538

Reaction equation

CN1C(CO)=[C:5]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[N:4]=[CH:3]1.[CH3:15][O:16][C:17]1[CH:24]=[CH:23][C:20]([CH2:21][NH2:22])=[CH:19][CH:18]=1.[CH3:25][O:26][CH:27]([O:30][CH3:31])[CH:28]=O>>[CH3:25][O:26][CH:27]([O:30][CH3:31])[C:28]1[N:22]([CH2:21][C:20]2[CH:23]=[CH:24][C:17]([O:16][CH3:15])=[CH:18][CH:19]=2)[CH:3]=[N:4][C:5]=1[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

Participants

Reactant 3

HCID 754524-Methoxybenzylamine

HCID 162650Acetaldehyde, 2,2-dimethoxy-

HCID 17965886(1-Methyl-4-phenyl-1H-imidazol-5-YL)methanol

Product 1

HCID 179658085-(Dimethoxymethyl)-1-(4-methoxybenzyl)-4-phenyl-1H-imidazole

Procedure

The title compound was prepared by a similar process to that described for preparation of Intermediate 1, except that 4-methoxybenzylamine was used in place of methylamine and dimethoxyacetaldehyde in place of glycolaldehyde. Colourless oil (1.5 g, 74%);

Sources & evidence

ORD record: ord-4ba0fc3093b642a380e91fa81ffc746d
Source dataset: uspto-grants-2008_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07427616B2

Linked notes

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