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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1780211Generated: October 31, 2026

1-Acetoxy-2-bromoethane → Diethyl alpha-phenyl-alpha-(2-acetoxyethyl)malonate

https://huagongshe.com/reaction/1780211

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Acetoxy-2-bromoethaneHCID 13564—
ReactantDiethyl phenylmalonateHCID 66514—
ReactantPotassium tert-butoxideHCID 23665647—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductDiethyl alpha-phenyl-alpha-(2-acetoxyethyl)malonateHCID 19050130100.8%

Reaction Steps

A solution of potassium tert.butoxide (448 g, 4M) in DMF (2 l) under nitrogen at room temperature was treated dropwise with diethyl phenylmalonate (945 g, 4M). 1-Acetoxy-2-bromoethane (668 g, 4M) was added. The reaction was allowed to cool to room temperature after 45 mins and was diluted with water (5 l) then extracted with IPE (2 l, 500 ml). The extracts were washed, dried and evaporated to give the title compound (1300 g). Bp 130°/0.05 mm.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05629432
Source datasetuspto-grants-1997_05
ORD IDord-5b09261e40aa4a84aeb5d54b71602beb
Source noteuspto-grants-1997_05