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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 459179Generated: October 26, 2026

Methyl methoxyacetate → 3-(4-Benzyloxy-3-methyl-phenyl)-3-hydroxy-2-methoxy-propionic acid ethyl ester

https://huagongshe.com/reaction/459179

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl methoxyacetateHCID 80507—
ReactantSodium bis(trimethylsilyl)amideHCID 2724254—
Reactant4-(Benzyloxy)-3-methylbenzaldehydeHCID 20298646—
SolventTetrahydrofuranHCID 8028—
Product3-(4-Benzyloxy-3-methyl-phenyl)-3-hydroxy-2-methoxy-propionic acid ethyl esterHCID 69422422—

Reaction Steps

To a solution of NaHMDS (1.1 eq) in dry THF at −78° C. a mixture of 4-Benzyloxy-3-methyl-benzaldehyde (1 eq) and Methoxy-acetic acid methyl ester (1.25 eq) in THF were added dropwise and the mixture reaction at this temperature over 1.5 hours. Then the reaction was quenched with HCl 3N and allowed to rise room temperature. Washed with brine and extracted with ether. The organic layer was dried and concentrated to dryness to give after chromatography in silica gel the title product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07192982B2
Source datasetuspto-grants-2007_03
ORD IDord-00b484fca49049ea8832d6e65f416fdc
Source noteuspto-grants-2007_03