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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1894681Generated: November 3, 2026

Methyl chloroacetate → HCID 59841575, compound

https://huagongshe.com/reaction/1894681

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 (24.8 g) described in Manufacturing Example 1-1-2 and tetrahydrofuran (160 mL) was added methyl chloroacetate (10.2 mL) at −15° C., and then sodium methoxide (23.7 mL, 28% methanol solution) was added thereto at the same temperature. The reaction mixture was stirred for 1 hour at 0° C., and then stirred for 2 hours at room temperature. The reaction mixture was added to 800 mL of an ice water containing acetic acid (6 mL), and the reaction mixture was warmed to room temperature. Ethyl acetate was added to the reaction mixture for extraction, and then the organic layer was separated, washed with saturated saline, and dried over anhydrous magnesium sulfate. The solvent was evaporated under a reduced pressure to obtain the title compound (30.2 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08513287B2
Source datasetuspto-grants-2013_08
ORD IDord-3e2112972d5e4be393f763b54d7ed306
Source noteuspto-grants-2013_08