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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1954145Generated: November 1, 2026

Water → 1-(11-Dodecenyl)-3,7-dimethylxanthine

https://huagongshe.com/reaction/1954145

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant12-Methanesulfonyl-1-dodeceneHCID 23295897—
ReactantTheobromine sodiumHCID 66980828—
SolventDimethyl SulfoxideHCID 679—
Product1-(11-Dodecenyl)-3,7-dimethylxanthineHCID 2329587167%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a suspension of sodium theobromine (6.00 g, 30.0 mmol) in dimethylsulfoxide (60 mL) was added 12-methanesulfonyl-1-dodecene and the reaction stirred for 16 hours at 60° C. The mixture was then poured into water (120 mL) and extracted with diethyl ether (2×100 mL). The organic portions were combined, dried using magnesium sulfate and evaporated to give a cream solid. Recrystallization from ethyl acetate/hexane 1:1 yields 6.97 g (67% yield) 1-(11-dodecenyl)-3,7-dimethylxanthine (inventive compound no. 2516) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06121270
Source datasetuspto-grants-2000_09
ORD IDord-03f3cfdf38e04c4abbd8983a5ac0072b
Source noteuspto-grants-2000_09