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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1669470Generated: October 26, 2026

2,2-Bis(bromomethyl)-1,3-propanediol → 5,5-Bis(bromomethyl)-2,2-dimethyl-1,3-dioxane

https://huagongshe.com/reaction/1669470

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,2-Bis(bromomethyl)-1,3-propanediolHCID 18692—
ReactantAcetone 2,2-dimethoxypropaneHCID 23511411—
Product5,5-Bis(bromomethyl)-2,2-dimethyl-1,3-dioxaneHCID 14537228—

Reaction Steps

TsOH monohydrate (0.1 eq) was added at 0° C. to a 0.2M solution of 2,2-bis(bromomethyl)propane-1,3-diol in acetone/2,2-dimethoxypropane (10:1) and the solution was stirred for 2 h at RT. Filtration over a pad of neutral alumina with EtOAc afforded the title compound as a white solid after evaporation of the solvent in vacuo (quant). 1H NMR (300 MHz, CDCl3, 300 K) 3.80 (s, 4H), 3.58 (s, 4H), 1.42 (s, 6H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07989438B2
Source datasetuspto-grants-2011_08
ORD IDord-206039df0661429e90e3c3ada0714444
Source noteuspto-grants-2011_08