Dihydroxyacetone → 2,2-Dimethyl-1,3-dioxan-5-one

HRID 2299110Notes

Reaction equation

HRID 2299110 reaction equation
[C:1]1([CH3:11])[CH:6]=CC(S(O)(=O)=O)=CC=1.[OH:12][CH2:13][C:14]([CH2:16][OH:17])=[O:15]>COC(OC)(C)C>[CH3:11][C:1]1([CH3:6])[O:17][CH2:16][C:14](=[O:15])[CH2:13][O:12]1

Participants

4

Reactant 2

HCID 670DihydroxyacetoneHCID 6101p-Toluenesulfonic acid

Product 1

HCID 27331412,2-Dimethyl-1,3-dioxan-5-one

Reagents, catalysts & solvents 1

HCID 64952,2-DimethoxypropaneSolvent

Procedure

p-Toluenesulfonic acid (0.18 g) was added to a solution of 1,3-dihydroxyacetone (2.75 g, 30.5 mmol) in 2,2-dimethoxypropane (25 ml). The reaction was heated to reflux for 1.5 hs. The reaction was allowed to cool to room temperature and was concentrated to give the 2,2-dimethyl-1,3-dioxan-5-one as a crude oil.

Workup

  1. temperatureThe reaction was heated
  2. temperatureto reflux for 1.5 hs
  3. concentrationwas concentrated

Sources & evidence

ORD record
ord-fba54c4d4f5a48eeba20d6600eaf9547
Source dataset
uspto-grants-2002_12
Patent number
US06495565B2

Reaction notes

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