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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1942477Generated: November 2, 2026

Chloromethyl Methyl Ether → HCID 81589004, compound

https://huagongshe.com/reaction/1942477

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloromethyl Methyl EtherHCID 7864—
ReactantSodium hydrideHCID 24758—
ReactantAmmonium ChlorideHCID 25517—
Reactant2-Bromo-5-hydroxybenzaldehydeHCID 387179—
SolventTetrahydrofuranHCID 8028—
ProductHCID 81589004HCID 81589004—

Reaction Steps

To a solution of 2-bromo-5-hydroxybenzaldehyde (4.4 g) in tetrahydrofuran (100 ml) were added sodium hydride (1.2 g) and chloromethyl methyl ether (2.1 ml), and the mixture was stirred at room temperature overnight. To the reaction mixture was added a saturated aqueous ammonium chloride solution, and extracted with ethyl acetate. The organic layer was washed with a saturated aqueous sodium chloride solution, dried over sodium sulfate, filtered, and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane/ethyl acetate) to give the title compound (1.84 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08389511B2
Source datasetuspto-grants-2013_03
ORD IDord-40b5b3192caa499183327d6f78678376
Source noteuspto-grants-2013_03