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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1776128Generated: November 1, 2026

6-Aminohexanoic Acid → 6-(4-Methylbenzamido)hexanoic acid

https://huagongshe.com/reaction/1776128

Reaction equation

Participants

RoleNameHCIDCharge
Reactant6-Aminohexanoic AcidHCID 564—
Reactant4-Methylbenzoyl ChlorideHCID 13405—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventTetrahydrofuranHCID 8028—
Product6-(4-Methylbenzamido)hexanoic acidHCID 1419677943.5%

Reaction Steps

4-Methylbenzoyl chloride (1.46 g, 9.5 mmol) was added dropwise to a mixture of 6-aminohexanoic acid (1.31 g, 10 mmol) and DMAP (1.22 g, 10 mmol) in THF (100 mL) at 0° C. The mixture was warmed to room temperature and stirred overnight. THF was evaporated, and dichloromethane (100 mL) was added. The mixture was washed with water and brine, dried over Na2SO4, and evaporated. The residue was purified by chromatography on silica gel to give the title compound (1.03 g, 41.5%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09265734B2
Source datasetuspto-grants-2016_02
ORD IDord-d2718757f1134eb79c7540480c8aac40
Source noteuspto-grants-2016_02