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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1058381Generated: November 1, 2026

Water → HCID 23560767, compound

https://huagongshe.com/reaction/1058381

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantN-HydroxysuccinimideHCID 80170—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactant3-Bromo-4-(methoxycarbonyl)benzoic acidHCID 18673026—
SolventTetrahydrofuranHCID 8028—
ProductHCID 23560767HCID 2356076799.6%

Reaction Steps

A solution of 3-bromo-4-(methoxycarbonyl)benzoic acid (Example 76; 1.60 g, 6.2 mmol) in tetrahydrofuran (30 mL) was cooled to 10° C. and N-hydroxysuccinimide (781 mg, 6.8 mmol) and 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (1.20 g, 6.5 mmol) were added. The solution was allowed to stir at room temperature overnight, then water was added and the solution was concentrated in vacuo to remove tetrahydrofuran. The mixture was extracted with ethyl acetate and the extracts were dried (MgSO4), filtered and evaporated under reduced pressure to furnish 2-bromo-4-[[(2,5-dioxo-1-pyrrolidinyl)oxy]carbonyl]benzoic acid methyl ester (2.20 g, quantitative yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06515124B2
Source datasetuspto-grants-2003_02
ORD IDord-ae7ac29ac25d47e9807e90b17f63202a
Source noteuspto-grants-2003_02