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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 254399Generated: October 30, 2026

Toluene → [(1S,5R)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl]sulfanylmethanethioic S-acid

https://huagongshe.com/reaction/254399

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
Reactant8-Azabicyclo(3.2.1)octan-3-ol, 8-methyl-, 3-methanesulfonateHCID 141951—
ReactantSodium ethylxanthateHCID 23690437—
SolventWaterHCID 962—
Product[(1S,5R)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl]sulfanylmethanethioic S-acidHCID 71776021—

Reaction Conditions

Temperature30 °C

Reaction Steps

Tropine-3-mesylate (25 g, 0.114 mol) and sodium ethylxanthate (19.7 g, 0.137 mol) were added to stirred toluene (0.075 L) under nitrogen. The stirred mixture was maintained at 30° C. for 6 h. Water (0.05 L) was added and after 15 min stirring the phases were separated. The toluene phase, containing the title compound, was used directly in the preparation of tropine-3-thiol as in Step 4b.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07875630B2
Source datasetuspto-grants-2011_01
ORD IDord-19343e8ef019472f82defc9b4e1d2ca4
Source noteuspto-grants-2011_01