Protocatechuic Acid → N-(heptan-4-yl)-3,4-dihydroxybenzamide

Reaction equation

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

Participants

Reactant 2

HCID 72Protocatechuic Acid

HCID 386654-Heptanamine

Product 1

HCID 66772665N-(heptan-4-yl)-3,4-dihydroxybenzamideYield 25%

Procedure

N-(heptan-4-yl)-3,4-dihydroxybenzamide was prepared in a similar manner to example 4 using 3,4-dihydroxybenzoic acid and heptan-4-amine. Yield: 25%. MS (M+H, 252.1).

Sources & evidence

ORD record: ord-f0c8ec6ad792408faef31ed2e58b81e9
Source dataset: uspto-grants-2014_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08895050B2

Reaction notes

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