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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2092017Generated: October 29, 2026

Chloromethyl Methyl Ether → HCID 13114595, compound

https://huagongshe.com/reaction/2092017

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloromethyl Methyl EtherHCID 7864—
ReactantBicyclo[3.1.1]hept-2-ene-2-methanol, 6,6-dimethyl-HCID 10582—
ReactantDiisopropylethylamineHCID 81531—
ReactantSodium BicarbonateHCID 516892—
SolventDichloromethaneHCID 6344—
ProductHCID 13114595HCID 13114595100%

Reaction Steps

rac-(6,6-Dimethylbicyclo[3.1.1]hept-2-en-2-yl)methanol (10.0 g, 65.7 mmol), diisopropylethylamine (17.0 mL, 97.6 mmol) and chloromethyl methyl ether (6.5 mL, 85.6 mmol) were stirred in dichloromethane (100 mL) at room temperature for 1 day. After completion of the reaction, the reaction solution was mixed with saturated sodium hydrogen carbonate and extracted with chloroform. The organic layer was dried over anhydrous sodium sulfate and evaporated under reduced pressure. The resulting residue was purified by silica gel column chromatography (hexane-ethyl acetate=10/1) to give the desired product (100% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08440666B2
Source datasetuspto-grants-2013_05
ORD IDord-d852140231524b7d8b7cfc3fbd9e1b4f
Source noteuspto-grants-2013_05