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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2199718Generated: October 29, 2026

Chloromethyl Methyl Ether → HCID 68943188, compound

https://huagongshe.com/reaction/2199718

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloromethyl Methyl EtherHCID 7864—
ReactantSodium hydrideHCID 24758—
Reactantethyl 7-bromo-3-(3-(naphthalen-1-yloxy)propyl)-1H-indole-2-carboxylateHCID 68938945—
SolventTetrahydrofuranHCID 8028—
ProductHCID 68943188HCID 68943188—

Reaction Steps

To an ice bath cooled mixture of EXAMPLE 1C (2.0 g) in THF (20 mL) was added 60% oily NaH (265 mg). The mixture was stirred for 30 minutes before adding chloromethyl methyl ether (0.54 mL). The mixture was stirred for 3 hours and overnight at room temperature, quenched by adding saturated NH4Cl mixture and extracted with diethylether. The extract was washed with water and brine and dried (Na2SO4), filtered and concentrated. The concentrate was purified with flash column chromotography on silica gel with 5% ethyl acetate/hexanes.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09359296B2
Source datasetuspto-grants-2016_06
ORD IDord-411376b9328f496aae174bb898676423
Source noteuspto-grants-2016_06