4-Aminobenzoic Acid → 4-(1-Cyclohexene-1-carbonylamino)-benzoic acid

HRID 1414190Notes

Reaction equation

HRID 1414190 reaction equation
[NH2:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][CH:3]=1.[C:11]1([C:17](Cl)=[O:18])[CH2:16][CH2:15][CH2:14][CH2:13][CH:12]=1.C(N(CC)CC)C>>[C:11]1([C:17]([NH:1][C:2]2[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][CH:3]=2)=[O:18])[CH2:16][CH2:15][CH2:14][CH2:13][CH:12]=1

Participants

4

Reactant 3

HCID 9784-Aminobenzoic AcidHCID 8471TriethylamineHCID 1420661-Cyclohexenecarbonyl chloride

Product 1

HCID 214863234-(1-Cyclohexene-1-carbonylamino)-benzoic acid

Procedure

4-(1-Cyclohexene-1-carbonylamino)-benzoic acid was prepared as described in Example 1 from 16.6 g (0.121 mol) of p-aminobenzoic acid with 22.0 g (0.152 mol) of 1-cyclohexene-1-carboxylic acid chloride and 21.3 ml (0.152 mol) of triethylamine. Recrystallization from THF/n-pentane.

Workup

  1. customRecrystallization from THF/n-pentane

Sources & evidence

ORD record
ord-f27e76221f704680832c82b4381ab122
Source dataset
uspto-grants-1977_01
Patent number
US04001218

Reaction notes

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