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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 62837Generated: October 26, 2026

Benzaldehyde, 4-(phenylmethoxy)- → (E)-Ethyl 3-(4-(benzyloxy)phenyl)-2-methylacrylate

https://huagongshe.com/reaction/62837

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzaldehyde, 4-(phenylmethoxy)-HCID 78109—
ReactantEthyl 3-(triphenyl-lambda~5~-phosphanylidene)propanoateHCID 12607919—
SolventTetrahydrofuranHCID 8028—
Product(E)-Ethyl 3-(4-(benzyloxy)phenyl)-2-methylacrylateHCID 1223556297.4%

Reaction Steps

Carbethoxyethylidene triphenylphosphorane (1.02 g, 2.81 mmol) was dissolved in anhydrous THF (25 mL), and 4-benzyloxy-benzaldehyde (0.5 g, 2.36 mmol)/THF (10 mL) solution was added dropwise thereto at −78° C. The mixture was heated slowly to room temperature and then stirred for 12 hours. After the termination of the reaction, the reactant was concentrated under reduced pressure. The residue was added with water and then extracted with EtOAc. The organic layer was dried with MgSO4 and purified by column chromatography (eluent, EtOAc/Hex=1/9) to obtain the title compound (0.68 g, 97.4%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09447044B2
Source datasetuspto-grants-2016_09
ORD IDord-76ce6663f0764a9fa978df089572bfa1
Source noteuspto-grants-2016_09