4-Methoxy-3-methylbenzoic Acid → 4-methoxy-3-methyl-N-(5-methylhexan-3-yl)benzamide

HRID 339347Notes

Reaction equation

HRID 339347 reaction equation
[CH3:1][O:2][C:3]1[CH:11]=[CH:10][C:6]([C:7]([OH:9])=O)=[CH:5][C:4]=1[CH3:12].[CH3:13][CH:14]([CH3:20])[CH2:15][CH:16]([NH2:19])[CH2:17][CH3:18]>>[CH3:1][O:2][C:3]1[CH:11]=[CH:10][C:6]([C:7]([NH:19][CH:16]([CH2:15][CH:14]([CH3:20])[CH3:13])[CH2:17][CH3:18])=[O:9])=[CH:5][C:4]=1[CH3:12]

Participants

3

Reactant 2

HCID 27595834-Methoxy-3-methylbenzoic AcidHCID 229554965-Methylhexan-3-amine

Product 1

HCID 575278514-methoxy-3-methyl-N-(5-methylhexan-3-yl)benzamide

Procedure

Prepared in a similar manner to example 4 using 4-methoxy-3-methylbenzoic acid and 5-methylhexan-3-amine (example 5a). 1H NMR (500 MHz, CDCl3): δ 0.94 (m, 9H); 1.38 (m, 2H); 1.47 (m, 1H); 1.65 (m, 2H); 2.24 (s, 3H); 3.86 (s, 3H); 4.16 (m, 1H); 5.65 (d, 1H); 6.83 (d, 1H); 7.54 (s, 1H); 7.61 (d, 1H). MS (264, M+H).

Sources & evidence

ORD record
ord-62d6fe1dd9bc4913bc8ccd79384e33a6
Source dataset
uspto-grants-2014_11
Patent number
US08895050B2

Reaction notes

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