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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2254193Generated: October 25, 2026

Chloromethyl Methyl Ether → 2'-Hydroxy-4',6'-bis(methoxymethoxy)-3'-(3-methyl2-butenyl)acetophenone

https://huagongshe.com/reaction/2254193

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloromethyl Methyl EtherHCID 7864—
ReactantTetrahydrofuranHCID 8028—
ReactantDiisopropylethylamineHCID 81531—
ReactantEthanone, 1-[2,4,6-trihydroxy-3-(3-methyl-2-butenyl)phenyl]-HCID 11687311—
Product2'-Hydroxy-4',6'-bis(methoxymethoxy)-3'-(3-methyl2-butenyl)acetophenoneHCID 11099372—

Reaction Steps

Then, 30.0 g of 2',4',6'-trihydroxy-3'-(3-methyl- 2-butenyl)acetophenone was dissolved in tetrahydrofuran and 131.7 ml of N,N-diisopropylethylamine was added to the solution, and the mixture was stirred for 1 hour. Then, 48.0 ml of chloromethyl methyl ether was dropped into the mixture and the mixture was stirred for 3 hours. The mixture was extracted with dimethyl ether, and the organic layer was washed with water, dried with anhydrous sodium sulfate and concentrated under reduced pressure. Crystallization from ethyl acetate gave 21.5 g of 2'-hydroxy-4',6'-bis(methoxymethoxy)-3'-(3-methyl-2-butenyl)acetophenone.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05234951
Source datasetuspto-grants-1993_08
ORD IDord-cecbc79ca79842c8ad87a23fede799d7
Source noteuspto-grants-1993_08