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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 993420Generated: October 30, 2026

Triphenylphosphine → HCID 12050295, compound

https://huagongshe.com/reaction/993420

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
Reactant4-Bromo-2,6-dichlorophenolHCID 18587—
Reactant(S)-methyl 2-hydroxy-3-phenylpropanoateHCID 5289077—
ReactantDiethyl azodicarboxylateHCID 5462977—
SolventTetrahydrofuranHCID 8028—
ProductHCID 12050295HCID 1205029578.1%

Reaction Steps

A solution of 4-bromo-2,6-dichlorophenol (1.24 g, 6.02 mmol), methyl (2S)-2-hydroxy-3-phenylpropanoate (1.30 g, 7.22 mmol) and triphenylphosphine (2.05 g, 7.83 mmol) in THF (13 mL) at room temperature was treated with DEAD (1.28 mL, 8.13 mmol), stirred for 2 hours, and concentrated. The concentrate was triturated with 10% ethyl acetate/hexanes, filtered, and concentrated. The concentrate was purified by flash column chromatography on silica gel with 5% ethyl acetate/hexanes to provide 1.90 g (78%) of the desired product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06472545B2
Source datasetuspto-grants-2002_10
ORD IDord-58ef29c1a2a141568d6d4a821d3c0c8f
Source noteuspto-grants-2002_10