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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1040404Generated: October 29, 2026

Chloromethyl Methyl Ether → HCID 11550252, compound

https://huagongshe.com/reaction/1040404

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloromethyl Methyl EtherHCID 7864—
Reactant5-Hydroxy-2-nitrobenzaldehydeHCID 39211—
ReactantDiisopropylethylamineHCID 81531—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
SolventHexaneHCID 8058—
SolventEthyl AcetateHCID 8857—
ProductHCID 11550252HCID 1155025298%

Reaction Steps

To a solution of 5-hydroxy-2-nitrobenzaldehyde (3.00 g, 18.0 mmol) in 36 mL of dichloromethane was added N,N-diisopropylethylamine (9.2 mL, 54 mmol), 4-dimethylaminopyridine (0.22 g, 1.8 mmol), and chloromethyl methyl ether (2.7 mL, 36 mmol) at room temperature, successively. After being stirred at room temperature overnight, the reaction mixture was diluted with a 1:1 solution (200 mL) of ethyl acetate and hexane. The solution was washed with 1M HCl four times, saturated NaHCO3 aqueous solution, brine, and dried over MgSO4. After filtration, the filtrate was concentrated in vacuo to obtain the title compound as a white solid (3.71 g, 98%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08552220B2
Source datasetuspto-grants-2013_10
ORD IDord-7c266bcfa17845cabb28a2b0769a7656
Source noteuspto-grants-2013_10