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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 421293Generated: October 26, 2026

Dimethylformamide → Propan-2-yl 3-(2-fluorophenyl)prop-2-enoate

https://huagongshe.com/reaction/421293

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantSodium hydrideHCID 24758—
Reactanto-FluorobenzaldehydeHCID 67970—
Reactant(Ethoxycarbonylmethyl)triphenylphosphonium bromideHCID 73731—
SolventEthyl AcetateHCID 8857—
ProductPropan-2-yl 3-(2-fluorophenyl)prop-2-enoateHCID 5787084760%

Reaction Steps

400 mg of sodium hydride (60% in oil, 10 mmol) were added to a stirred solution of 4.4 g of ethoxycarbonylmethyltriphenylphosphonium bromide (10 mmol) in 20 ml of DMF and the mixture was stirred further at RT for 10 min. 1.24 g of 2-fluoro-benzaldehyde (10 mmol) were added and the mixture was stirred for 5 h at RT. The reaction mixture was taken up in 100 ml of ethyl acetate and washed with a common salt solution, dried over sodium sulfate, filtered and concentrated under reduced pressure. Purification took place using a silica gel chromatography (ethyl acetate/heptane 1:1). 1.25 g of the title compound were obtained. Yield: 60%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08097758B2
Source datasetuspto-grants-2012_01
ORD IDord-964fca885af645dab3e1b47b2191ea3b
Source noteuspto-grants-2012_01