1-(4-Methoxyphenyl)butan-1-amine → 4-Ethoxy-N-[1-(4-methoxy-phenyl)-butyl]-3-methyl-benzamide

HRID 339396Notes

Reaction equation

HRID 339396 reaction equation
[CH2:1]([O:3][C:4]1[CH:12]=[CH:11][C:7]([C:8]([OH:10])=O)=[CH:6][C:5]=1[CH3:13])[CH3:2].[CH3:14][O:15][C:16]1[CH:21]=[CH:20][C:19]([CH:22]([NH2:26])[CH2:23][CH2:24][CH3:25])=[CH:18][CH:17]=1>>[CH2:1]([O:3][C:4]1[CH:12]=[CH:11][C:7]([C:8]([NH:26][CH:22]([C:19]2[CH:18]=[CH:17][C:16]([O:15][CH3:14])=[CH:21][CH:20]=2)[CH2:23][CH2:24][CH3:25])=[O:10])=[CH:6][C:5]=1[CH3:13])[CH3:2]

Participants

3

Reactant 2

HCID 246888201-(4-Methoxyphenyl)butan-1-amineHCID 301475274-Ethoxy-3-methylbenzoic acid

Product 1

HCID 575280174-Ethoxy-N-[1-(4-methoxy-phenyl)-butyl]-3-methyl-benzamide

Procedure

Prepared in a similar manner to example 4 using 4-ethoxy-3-methyl-benzoic acid and 1-(4-methoxy-phenyl)-butylamine. 1H NMR (500 MHz, CDCl3): δ 0.93-0.96 (t, 3H), 1.31-1.41 (m, 2H), 1.41-1.45 (t, 3H), 1.82-1.92 (m, 2H), 2.28 (s, 3H), 3.79 (s, 3H), 4.04-4.08 (q, 2H), 5.10-5.12 (d, 1H), 6.12-6.14 (d, 1H), 6.78-6.80 (d, 1H), 6.87 (s, 1H), 6.88 (s, 1H), 7.26-7.29 (m, 2H), 7.52-7.53 (d, 1H), 7.57-7.59 (d, 1H). MS (M+H, 342.1).

Sources & evidence

ORD record
ord-4612a087cd6740a496cd69009d38111c
Source dataset
uspto-grants-2014_11
Patent number
US08895050B2

Reaction notes

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