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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 259186Generated: October 29, 2026

Benzene → 3-(1,3-dithiolan-2-yl)-6a,7,10,10a-tetrahydro-6,6,9-trimethyl-6H-dibenzo[b,d]pyran-1-ol

https://huagongshe.com/reaction/259186

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzeneHCID 241—
Reactantp-Toluenesulfonic acidHCID 6101—
Reactanttrans-1-Methyl-4-(1-methylvinyl)cyclohex-2-en-1-olHCID 155626—
Reactant5-(1,3-Dithiolan-2-yl)resorcinolHCID 11687151—
SolventDichloromethaneHCID 6344—
Product3-(1,3-dithiolan-2-yl)-6a,7,10,10a-tetrahydro-6,6,9-trimethyl-6H-dibenzo[b,d]pyran-1-olHCID 21423348—

Reaction Steps

In the third step of the process 5-(1,3-dithiolan-2-yl)resorcinol (V) is reacted with p-mentha-2,8-dien-1-ol having the formula ##STR10## in a suitable liquid reaction medium such as benzene or methylene chloride in the presence of an acid, such as p-toluenesulfonic acid, to induce the condensation. The procedures for this type of reaction are disclosed in Helv. Chim. Acta, 52, 1102 (1969). An elevated temperature, such as the reflux temperature, promotes the reaction and brings it to completion in less than one hour. The desired 3-(1,3-dithiolan-2-yl)-6a,7,10,10a-tetrahydro-6,6,9-trimethyl-6H-dibenzo[b,d]pyran-1-ol (VI) is then obtained from the reaction mixture, and purified, using routine operations.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04036857
Source datasetuspto-grants-1977_07
ORD IDord-1dbbc64efd2f48caa6bbfe143df75684
Source noteuspto-grants-1977_07