Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2225537Generated: October 30, 2026

Homovanillic Acid → HCID 178491602, compound

https://huagongshe.com/reaction/2225537

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHomovanillic AcidHCID 1738—
ReactantPotassium CarbonateHCID 11430—
ReactantDiethyl chlorophosphateHCID 13139—
Reactant4-(Acetyloxy)-3-methoxybenzeneacetic acidHCID 226484—
ReactantHCID 178483797HCID 178483797—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventMethanolHCID 887—
SolventDichloromethaneHCID 6344—
SolventTriethylamineHCID 8471—
ProductHCID 178491602HCID 178491602—

Reaction Steps

Using 2.3 g of (4-acetoxy-3-methoxyphenyl)acetic acid derived from homovanillic acid by the acetylation thereof, 2.8 ml of diethyl chlorophosphate, 2.7 ml of triethylamine, 100 ml of methylene chloride, 3 ml of N-(2-dimethylaminoethyl)-trans-4-methylcyclohexylamine (Example 78), 0.5 g of 4-dimethylaminopyridine, 100 ml of methanol, and 3 g of potassium carbonate, a reaction similar to that conducted in Example 75 was carried out. As a result, 1.44 g of N-(2-dimethylaminoethyl)-N-(trans-4-methylcyclohexyl)-2-(4-hydroxy-3-methoxyphenyl)acetamide (a compound of the present invention) was obtained as pale yellow crystal, which had the following physiochemical properties:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05344845
Source datasetuspto-grants-1994_09
ORD IDord-586e714f034b4fbbb2fe4399ae5bffda
Source noteuspto-grants-1994_09