Benzenemethanamine, 3,4-dimethyl- → 2-(3-Bromophenyl)-N-(3,4-dimethylbenzyl)acetamide

HRID 1295407Notes

Reaction equation

HRID 1295407 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[CH3:10])[CH2:5][NH2:6].[Br:11][C:12]1[CH:13]=[C:14]([CH2:18][C:19](O)=[O:20])[CH:15]=[CH:16][CH:17]=1>>[Br:11][C:12]1[CH:13]=[C:14]([CH2:18][C:19]([NH:6][CH2:5][C:4]2[CH:7]=[CH:8][C:9]([CH3:10])=[C:2]([CH3:1])[CH:3]=2)=[O:20])[CH:15]=[CH:16][CH:17]=1

Participants

3

Reactant 2

HCID 66888Benzenemethanamine, 3,4-dimethyl-HCID 74653(3-Bromophenyl)acetic acid

Product 1

HCID 589075142-(3-Bromophenyl)-N-(3,4-dimethylbenzyl)acetamideYield 93%

Procedure

The title compound was prepared from 3,4-dimethylbenzylamine and 3-bromophenylacetic acid, using a method similar to that of preparation 27, as a white solid in 93% yield. 1H NMR (400 MHz, CDCl3) δ: 2.20 (6H, s), 3.50 (2H, s), 4.30 (2H, d), 5.80 (1H, brs), 7.60–7.80 (7H, m); LRMS ESI 332 [M]+

Workup

  1. customof preparation 27

Sources & evidence

ORD record
ord-d73a4913b8e84f7686bf2952dfa5cbaf
Source dataset
uspto-grants-2007_07
Patent number
US07241810B2

Reaction notes

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