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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 476348Generated: October 29, 2026

N-Hydroxysuccinimide → 843666-31-9

https://huagongshe.com/reaction/476348

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-HydroxysuccinimideHCID 80170—
Reactant18-(Benzyloxy)-18-oxooctadecanoic acidHCID 27282475—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product843666-31-9HCID 58419211—

Reaction Conditions

Temperature60 °C

Reaction Steps

1,18-octadecanedioic acid mono benzyl ester (120 g, 0.3 mol), N-hydroxysuccinimide (41 g, 0.36 mol) and N,N-dicyclohexylcarbodiimide (74 g, 0.36 mol) were dissolved in NMP (1200 ml) and heated to 60° C. for 2.5 hr. The reaction mixture was cooled to 25° C. and the precipitate was removed by filtration and washed with water (4.7 L). The crude precipitate was recystallised from 2-propanol (1250 ml), affording benzyl 18-[(2,5-dioxo-1-pyrrolidinyl)oxy]-18-oxooctadecanoate. Yield 138 g (92%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08637647B2
Source datasetuspto-grants-2014_01
ORD IDord-3369605f59ba43dc83fa847d88d51104
Source noteuspto-grants-2014_01