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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 704136Generated: October 29, 2026

p-Toluenesulfonic acid → 5-t-Butyl-2,2-dimethyl-5-iodomethyl-1,3-dioxane

https://huagongshe.com/reaction/704136

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
ReactantSodium BicarbonateHCID 516892—
Reactant3-t-Butyl-3-iodomethyl-(1,5-dioxaspiro[5,5]undecane)HCID 20075603—
SolventAcetoneHCID 180—
Product5-t-Butyl-2,2-dimethyl-5-iodomethyl-1,3-dioxaneHCID 20075552—

Reaction Steps

A mixture of 3-t-butyl-3-iodomethyl-(1,5-dioxaspiro[5,5]undecane) (3.5 g.), p-toluenesulphonic acid (0.5 g.) and acetone (200 ml.) was refluxed for 36 hours. The mixture was cooled and sodium hydrogen carbonate (2.0 g.) was added. The solvent was removed in vacuo and the resulting oil was poured into water. The aqueous mixture was extracted with diethyl ether. The ethereal extracts were washed with water, dried over anhydrous magnesium sulphate and then evaporated in vacuo. 5-t-Butyl-2,2-dimethyl-5-iodomethyl-1,3-dioxane was obtained as a colourless oil (2.3 g.) and was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04985582
Source datasetuspto-grants-1991_01
ORD IDord-b0368d15037e44dd853648e2c77443a6
Source noteuspto-grants-1991_01