Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 17782Generated: October 25, 2026

Benzene → 2,2-Bis-chloromethyl-5,5-dimethyl-1,3-dioxolane

https://huagongshe.com/reaction/17782

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzeneHCID 241—
Reactant1,3-DichloroacetoneHCID 10793—
ReactantNeopentyl glycolHCID 31344—
ReactantSodium BicarbonateHCID 516892—
Catalystp-Toluenesulfonic acidHCID 6101—
SolventWaterHCID 962—
Product2,2-Bis-chloromethyl-5,5-dimethyl-1,3-dioxolaneHCID 6858543834.6%

Reaction Steps

This compound was synthesized by substantially following the procedure of the above-mentioned article by Isaka, Ejiri, and Nakamura. 69 grams of neopentyl glycol, 76 grams of 1,3-dichloroacetone, 50 ml of benzene, and 2.3 g of p-toluenesulfonic acid were refluxed through a Dean-Stark water separator for 8 hours whereon the reaction was diluted with hexanes and neutralized with aqueous sodium bicarbonate. The organic layer was dried over anhydrous magnesium sulfate and concentrated in vacuo yielding 41.2 g of 2,2-bis-chloromethyl-5,5-dimethyl-1,3-dioxolane, a pale yellow liquid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07741245B2
Source datasetuspto-grants-2010_06
ORD IDord-bd67b92e946446cd96d7efddfc3592d5
Source noteuspto-grants-2010_06