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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 3671Generated: October 25, 2026

P-Toluic Acid → 2,5-Pyrrolidinedione, 1-[(4-methylbenzoyl)oxy]-

https://huagongshe.com/reaction/3671

Reaction equation

Participants

RoleNameHCIDCharge
ReactantP-Toluic AcidHCID 7470—
ReactantTriethylamineHCID 8471—
ReactantDiethyl chlorophosphateHCID 13139—
ReactantN-HydroxysuccinimideHCID 80170—
SolventEthyl AcetateHCID 8857—
Product2,5-Pyrrolidinedione, 1-[(4-methylbenzoyl)oxy]-HCID 6422404—

Reaction Steps

Analogous example 3 2,76 g (0.024 mol) of N-hydroxysuccinimide and 5.06 g (0,050 mol) of triethylamine were initially introduced into 5 ml of ethyl acetate and stirred at room temperature. 2.72 g (0.020 mol) of solid 4-toluic acid were added to this suspension in the course of 5 min. and then a solution of 3.47 g (0,020 mol) of diethyl chlorophosphate was added dropwise in the course of 20 min., the reaction mixture warming to about 35° C. The mixture was stirred at room temperature for 3 hours until the reaction was complete. The further proceeding was performed analogous example 3. 2.8 g of crude 4-toluic acid succinimidyl ester were isolated.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05734064
Source datasetuspto-grants-1998_03
ORD IDord-dd19c881eac941828954e215ecddc363
Source noteuspto-grants-1998_03