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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 566507Generated: October 31, 2026

Sodium hydride → Dimethyl 2-(4-bromobenzyl)-2-[4-(diethoxymethyl)benzyl]malonate

https://huagongshe.com/reaction/566507

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant1-(Bromomethyl)-4-(diethoxymethyl)benzeneHCID 639761—
ReactantDimethyl 2-(4-bromobenzyl)malonateHCID 2801290—
SolventDimethylformamideHCID 6228—
ProductDimethyl 2-(4-bromobenzyl)-2-[4-(diethoxymethyl)benzyl]malonateHCID 21265763—

Reaction Conditions

Temperature60 °C

Reaction Steps

A solution of dimethyl 2-(4-bromobenzyl)malonate (4.2 g), 1-(bromomethyl)-4-(diethoxymethyl)benzene (4 g) in DMF (50 mL) was treated with NaH (0.8 g, 60% in mineral oil). The mixture was stirred for 2 h at 60° C., and then quenched with 100 mL of 50% saturated NH4Cl. The product was extracted with 200 mL of 2:1 hexane/EtOAc. The extract was dried over Na2SO4 and concentrated, and dried under vacuum to give the title compound which was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06174874B1
Source datasetuspto-grants-2001_01
ORD IDord-93c21e67cde848aeb8e9cc9c91906482
Source noteuspto-grants-2001_01