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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 982481Generated: October 25, 2026

Diethyl Ether → trans-2-[3-n-Propylsulfonyl-4-(2-bromoethoxy)-5-methoxyphenyl)-5-(3,4,5-trimethoxyphenyl)tetrahydrofuran

https://huagongshe.com/reaction/982481

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
Reactant1,2-DibromoethaneHCID 7839—
ReactantPotassium CarbonateHCID 11430—
Reactanttrans-2-(5-propylsulfonyl-4-Hydroxy-3-methoxyphenyl)-5-(3,4,5-trimethoxyphenyl) tetrahydrofuranHCID 67906973—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Producttrans-2-[3-n-Propylsulfonyl-4-(2-bromoethoxy)-5-methoxyphenyl)-5-(3,4,5-trimethoxyphenyl)tetrahydrofuranHCID 67907009—

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of trans-2-(3-n-propylsulfonyl-4-hydroxy-5-methoxyphenyl)-5-(3,4,5-trimethoxyphenyl)tetrahydrofuran (4.66 g, 10 mmol), 1,2-dibromoethane (1.84 mL, 20.5 mmol) and K2CO3 (4.0 g) in DMF (20 mL) was heated with stirring at 80° C. for 1 h. The reaction mixture was cooled and partioned between ethyl ether and water. The organic layer was separated, dried, and evaporated to a crystalline mass. Recrystallization from ethyl ether-hexane afforded the title compound, mp 135°-136° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04996203
Source datasetuspto-grants-1991_02
ORD IDord-c92d4d0a708d474e86977d97f2328341
Source noteuspto-grants-1991_02