Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 557267Generated: October 30, 2026

Methyl chloroacetate → HCID 59841575, compound

https://huagongshe.com/reaction/557267

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl chloroacetateHCID 7295—
ReactantTetrahydrofuranHCID 8028—
ReactantSodium MethoxideHCID 10942334—
Reactant4-((Pyridin-2-yloxy)methyl)benzaldehydeHCID 59255118—
SolventAcetic AcidHCID 176—
SolventEthyl AcetateHCID 8857—
ProductHCID 59841575HCID 59841575—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a mixture of 4-(pyridin-2-yloxymethyl)-benzaldehyde described in Preparation Example 1-3-2 (24.8 g) and tetrahydrofuran (160 mL) was added methyl chloroacetate (10.2 mL) at −15° C, and sodium methoxide (23.7 mL, 28% methanol solution) was then added thereto at the same temperature. The reaction mixture was stirred at 0° C for one hour, and then was stirred for two hours at room temperature. The reaction mixture was added to ice water (800 mL) containing acetic acid (6 mL), and the reaction mixture was allowed to room temperature. To the reaction mixture was added ethyl acetate, and extracted, then, the organic layer was separated, washed with saturated sodium chloride water, and dried over anhydrous magnesium sulfate. The solvent thereof was evaporated under a reduced pressure to obtain the title compound (30.2 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08058444B2
Source datasetuspto-grants-2011_11
ORD IDord-9d72e1e36d4c4d1cabd7f8038642f588
Source noteuspto-grants-2011_11