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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 406965Generated: October 25, 2026

p-Toluenesulfonic acid → 1,1-Dimethoxycycloheptane

https://huagongshe.com/reaction/406965

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
ReactantTrimethyl orthoformateHCID 9005—
ReactantCycloheptanoneHCID 10400—
SolventMethanolHCID 887—
Product1,1-DimethoxycycloheptaneHCID 12892877—

Reaction Conditions

Temperature27.5 °C

Reaction Steps

To a flask with reflux condenser (5 g) cycloheptanone, and 10 ml methanol was taken. (10 ml) (2.0 eq.) trimethyl orthoformate and several crystals of p-toluenesulfonic acid were added in to the reaction mixture and the mixture was stirred at 25-30° C. to about 1.5 hrs. Color of the reaction mixture became pale yellow. Reaction was monitored by TLC. Then remove the methanol on rotavapour. Water was added in to the reaction mixture and extract with ethyl acetate. Organic layer was washed with 5% sodium bicarbonate solution then water and brine solution. Concentrate it on rotavapor yellow colored oily product obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08754207B2
Source datasetuspto-grants-2014_06
ORD IDord-bd7164368be74073b7ad743e61e7e025
Source noteuspto-grants-2014_06