Propylene Glycol → 5-Methyl-1,4-dioxane-2,3-diol

HRID 1709938Notes

Reaction equation

HRID 1709938 reaction equation
[CH2:1]([OH:5])[CH:2]([OH:4])[CH3:3].[CH:6]([CH:8]=[O:9])=[O:7]>>[OH:7][CH:6]1[CH:8]([OH:9])[O:4][CH:2]([CH3:3])[CH2:1][O:5]1

Participants

3

Reactant 2

HCID 1030Propylene GlycolHCID 7860Glyoxal

Product 1

HCID 156067185-Methyl-1,4-dioxane-2,3-diolYield 93%

Procedure

1 mol of 1,2-propanediol is stirred with 40% strength by weight aqueous glyoxal solution at 50° C. for 3 hours. Water is then distilled off at 70° C. and 100 mbar, leaving 125 g (93% of theory) of 2,3-dihydroxy-5-methyl-1,4-dioxane in the form of a clear, colorless oil which crystallizes on prolonged standing.

Workup

  1. distillationWater is then distilled off at 70° C.

Sources & evidence

ORD record
ord-15947dc9fa6a4e3f9cc97e21ca70b71e
Source dataset
uspto-grants-1990_08
Patent number
US04952332

Reaction notes

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