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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 566502Generated: November 1, 2026

Dimethyl malonate → Dimethyl 2,2-di[4-(diethoxymethyl)benzyl]malonate

https://huagongshe.com/reaction/566502

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl malonateHCID 7943—
ReactantSodium hydrideHCID 24758—
Reactant1-(Bromomethyl)-4-(diethoxymethyl)benzeneHCID 639761—
SolventDimethylformamideHCID 6228—
ProductDimethyl 2,2-di[4-(diethoxymethyl)benzyl]malonateHCID 21265732116.2%

Reaction Conditions

Temperature50 °C

Reaction Steps

A solution of dimethyl malonate (0.66 g), 1-(bromomethyl)-4-(diethoxymethyl)benzene (2.73 g) in DMF (30 mL) was treated with NaH (0.4 g, 60% in mineral oil). The mixture was stirred for 3 h at room temperature and 1 h at 50° C., and then quenched with 100 mL of saturated NH4Cl. The product was extracted with 200 mL of 1:1 hexane/EtOAc. The extract was dried over Na2SO4 and concentrated to give the title compound (3 g) which was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06174874B1
Source datasetuspto-grants-2001_01
ORD IDord-7f01272e155446ad8f83b6e11d8d320d
Source noteuspto-grants-2001_01