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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 566501Generated: October 25, 2026

Sodium hydride → Dibenzyl 2-{4-[(di-tert-butoxyphosphoryl)methyl]benzyl}malonate

https://huagongshe.com/reaction/566501

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantDibenzyl malonateHCID 84754—
ReactantDi(tert-butyl) [4-(bromomethyl)benzyl]phosphonateHCID 10915802—
SolventDimethylformamideHCID 6228—
ProductDibenzyl 2-{4-[(di-tert-butoxyphosphoryl)methyl]benzyl}malonateHCID 2126573719.7%

Reaction Steps

To a solution of dibenzyl malonate (0.5 g) in DMF (8 mL), was added sequentially NaH (0.06 g, 80% in mineral oil), di(tert-butyl) [4-(bromomethyl)benzyl]phosphonate(0.66 g). The reaction mixture was stirred at room temperature for 1 h, then quenched with 20 mL of saturated aqueous NH4OAc solution and extracted with 50 mL EtOAc. The extract was dried over Na2SO4 and concentrated. The sesidue was purified by silica gel chromatography eluted with to give the title compound (0.2 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06174874B1
Source datasetuspto-grants-2001_01
ORD IDord-e108d89f32b94dd19a3d3fd22ebc4a9d
Source noteuspto-grants-2001_01