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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2164259Generated: October 27, 2026

Bromopinacolone → 2-Butanone, 1-(4-chlorophenoxy)-3,3-dimethyl-

https://huagongshe.com/reaction/2164259

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBromopinacoloneHCID 21642—
ReactantSodium 4-chlorophenolateHCID 23666363—
Product2-Butanone, 1-(4-chlorophenoxy)-3,3-dimethyl-HCID 90518—

Reaction Steps

226 g (1 mol) of 1-(4-chlorophenoxy)-3,3-dimethylbutan-2-one (obtained from sodium 4-chlorophenolate and α-bromopinacolone; in this respect, see German Patent Specification No. 2,201,063), together with 120 g (1.07 mols) of glycerol, 19 g (0.1 mol) of p-toluenesulphonic acid monohydrate and 30 ml of butanol, are dissolved in 1,000 ml of toluene, and the mixture is heated under reflux for 16 hours in a water separator. After the mixture has been cooled, the toluene phase is washed with 4 times 250 ml of water, dried over magnesium sulphate, filtered, and evaporated down in vacuo. 186 g (65.4% of theory) of 2-(t-butyl)-2-(4-chlorophenoxymethyl)-4-hydroxymethyl-1,3-dioxolane of boiling point b.p. 0.1 : 161° C.-163° C. are obtained by distillation.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04503059
Source datasetuspto-grants-1985_03
ORD IDord-9c790ca34ad24bf88bad6c407c6c89b6
Source noteuspto-grants-1985_03