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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1827340Generated: October 26, 2026

Succinic anhydride → N-[4-(tert-Butoxycarbonylamino-methyl)-benzyl]-succinamic acid

https://huagongshe.com/reaction/1827340

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSuccinic anhydrideHCID 7922—
Reactanttert-butyl N-{[4-(aminomethyl)phenyl]methyl}carbamateHCID 3354775—
SolventCitric AcidHCID 311—
SolventDichloromethaneHCID 6344—
ProductN-[4-(tert-Butoxycarbonylamino-methyl)-benzyl]-succinamic acidHCID 2213759773.4%

Reaction Conditions

Temperature36 °C

Reaction Steps

A mixture of the above compound (27) (2.0 g, 8.5 mmol) and succinic anhydride (0.85 g, 8.5 mmol) in DCM (50 mL) were stirred at 36° C. for several hours. The product was diluted with 5% citric acid and extracted with DCM (3×50 mL). The combined extracts were washed with brine and dried over MgSO4 to give 2.1 g (28) (72%) of the desired compound. MS (ESI−) m/z 335.23 (M−H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07053214B2
Source datasetuspto-grants-2006_05
ORD IDord-dafbe11057fe43959eaf471e84764d34
Source noteuspto-grants-2006_05