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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 989929Generated: October 30, 2026

Benzyl Alcohol → 1-(Phenylmethyl) butanedioate

https://huagongshe.com/reaction/989929

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl AlcoholHCID 244—
ReactantCitric AcidHCID 311—
ReactantPyridineHCID 1049—
ReactantSuccinic anhydrideHCID 7922—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
Product1-(Phenylmethyl) butanedioateHCID 8788—

Reaction Steps

Succinic anhydride (30 g, 300 mmole) was dissolved in methylene chloride (300 ml). To the solution were added benzyl alcohol (10.2 ml, 100 mmole), 4-dimethylaminopyridine (1.22 g, 10 mmole) and pyridine (48 ml). After 3 hours the reaction mixture was poured in to citric acid aqueous solution. The organic phase was concentrated to small volume and sodium hydrogen carbonate and water were added. Then mixture was stirred for 30 min. The aqueous phase was collected, and to it was added citric acid aqueous solution. The product precipitated out, was collected and mixed 15.3 g.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06458772B1
Source datasetuspto-grants-2002_10
ORD IDord-d6fe42060dd4400f8f9041cd034e8aea
Source noteuspto-grants-2002_10