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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1828115Generated: October 30, 2026

Lithium Hydroxide → (RS)-N-(4-cyano-benzyl)-2-ethoxy-malonamic acid

https://huagongshe.com/reaction/1828115

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium HydroxideHCID 3939—
ReactantHCID 69641469HCID 69641469—
SolventMethanolHCID 887—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
Product(RS)-N-(4-cyano-benzyl)-2-ethoxy-malonamic acidHCID 22064699—

Reaction Conditions

Temperature60 °C

Reaction Steps

A mixture of (RS)-N-(4-cyano-benzyl)-2-ethoxy-malonamic acid ethyl ester (1.97 g) and LiOH (285 mg) in MeOH (14 ml), H2O (7 ml) and THF (14 ml) was stirred 3 h at 60° C. The solvents were evaporated, EtOAc was added and it was washed with HCl 0.1 N, water and brine. The aqueous phases were extracted again with more EtOAc. The combined organic phases were dried (MgSO4) and the solvent was removed to yield (RS)-N-(4-cyano-benzyl)-2-ethoxy-malonamic acid, 1.53 g (86%); of white solid. MS 260.2 (100, [M+H]+), 277.2 (13, [M+NH4]+)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07056932B2
Source datasetuspto-grants-2006_06
ORD IDord-98a9eab62cf548129def9128896d146b
Source noteuspto-grants-2006_06