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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 73318Generated: October 30, 2026

Water → HCID 59224848, compound

https://huagongshe.com/reaction/73318

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantChloromethyl Methyl EtherHCID 7864—
ReactantDiisopropylethylamineHCID 81531—
ReactantEthyl 4-fluoro-2-hydroxybenzoateHCID 22478444—
SolventDichloromethaneHCID 6344—
ProductHCID 59224848HCID 5922484864.6%

Reaction Steps

To a solution of 4-fluoro-2-hydroxybenzoic acid ethyl ester (3.5 g) in dichloromethane (30 ml) were added N,N-diisopropylethylamine (5.0 g) and (chloromethyl)methyl ether (2.3 g) at 0° C., and this reaction mixture was stirred at room temperature overnight. This reaction mixture was poured into water, and the resulting mixture was extracted with ethyl acetate. The organic layer was washed with water and brine, and dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure. The residue was purified by column chromatography on silica gel (eluent: n-hexane/ethyl acetate) to give the title compound (2.8 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08829040B2
Source datasetuspto-grants-2014_09
ORD IDord-d372db1117b84b5a835c986fa00f732e
Source noteuspto-grants-2014_09