3,4-Dimethylbenzoic acid → 3,4-dimethyl-N-(2-methylheptan-4-yl)benzamide

HRID 1644064Notes

Reaction equation

HRID 1644064 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[CH3:11])[C:5]([OH:7])=O.[CH3:12][CH:13]([CH2:15][CH:16]([NH2:20])[CH2:17][CH2:18][CH3:19])[CH3:14]>>[CH3:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[CH3:11])[C:5]([NH:20][CH:16]([CH2:17][CH2:18][CH3:19])[CH2:15][CH:13]([CH3:14])[CH3:12])=[O:7]

Participants

3

Reactant 2

HCID 120733,4-Dimethylbenzoic acidHCID 144181752-Methylheptan-4-amine

Product 1

HCID 575279273,4-dimethyl-N-(2-methylheptan-4-yl)benzamide

Procedure

Prepared in a similar manner to example 4 using 3,4-dimethylbenzoic acid and 2-methylheptan-4-amine (example 2a). 1H NMR (500 MHz, CDCl3): δ 0.94 (m, 9H); 1.40 (m, 5H); 1.53 (m, 1H); 1.68 (m, 1H); 2.29 (s, 3H); 2.30 (s, 3H); 4.24 (m, 1H); 5.69 (d, 1H); 7.17 (d, 1H); 7.46 (d, 1H); 7.54 (s, 1H). MS (262, M+H).

Sources & evidence

ORD record
ord-a4ea4eb7af734be086a9a3e73c80071b
Source dataset
uspto-grants-2012_02
Patent number
US08124121B2

Reaction notes

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