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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 406951Generated: October 25, 2026

p-Toluenesulfonic acid → (2R,4aR,10bR)-6-(2,6-Dimethoxy-pyridin-3-yl)-9-ethoxy-8-methoxy-1,2,3,4,4a,10b-hexahydro-phenanthridin-2-ol tosylate

https://huagongshe.com/reaction/406951

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
Reactant(2R,4aR,10bR)-6-(2,6-Dimethoxy-pyridin-3-yl)-9-ethoxy-8-methoxy-1,2,3,4,4a,10b-hexahydro-phenanthridin-2-olHCID 11258441—
SolventIsopropanolHCID 3776—
Product(2R,4aR,10bR)-6-(2,6-Dimethoxy-pyridin-3-yl)-9-ethoxy-8-methoxy-1,2,3,4,4a,10b-hexahydro-phenanthridin-2-ol tosylateHCID 8724004197.1%

Reaction Conditions

Temperature60 °C

Reaction Steps

(2R,4aR,10bR)-6-(2,6-Dimethoxy-pyridin-3-yl)-9-eth oxy-8-methoxy-1,2,3,4,4a,10b-hexahydro-phenanthridin-2-ol (1.5 g; 3.6 mmol) is dissolved in 9 ml of 2-propanol. The solution is heated up to 60° C. 723 mg (3.8 mmol) of p-toluenesulfonic acid are added. The solution is cooled down to room temperature and stirred over night. From a part of the solution seed crystals are produced and added to the remaining solution. The crystals are filtered off and dried to obtain 1.98 g (94%) of the title compound (m.p.: 218° C.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08754218B2
Source datasetuspto-grants-2014_06
ORD IDord-56b430f4f3fe446f87361241da96b70a
Source noteuspto-grants-2014_06