Cyclohexane → 2-(Methoxymethyl)-1,3-dioxane

HRID 359942Notes

Reaction equation

HRID 359942 reaction equation
[CH2:1]([OH:5])[CH2:2][CH2:3][OH:4].[CH3:6][O:7][CH2:8][CH:9]=O.C1CCCCC1>O>[CH3:6][O:7][CH2:8][CH:9]1[O:5][CH2:1][CH2:2][CH2:3][O:4]1

Participants

5

Reactant 3

HCID 8078CyclohexaneHCID 104421,3-PropanediolHCID 91563Methoxyacetaldehyde

Product 1

HCID 3422452-(Methoxymethyl)-1,3-dioxaneYield 89%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 380 g (5 moles) of 1,3-propanediol, 479 g (5.5 moles) of 85% strength methoxyacetaldehyde and 250 ml of cyclohexane was heated with 5 g of the ion exchanger Lewasorb® AC 10 (Bayer Aktiengesellschaft) under a water separator until water no longer separated off. The ion exchanger was filtered off, the solvent was stripped off under reduced pressure and the residue was subjected to fractional distillation under reduced pressure. 587 g (89% yield) of 2-methoxymethyl-1,3-dioxane having a boiling range of 104° to 115° C./150 mbar were obtained.

Workup

  1. customno longer separated off
  2. filtrationThe ion exchanger was filtered off
  3. distillationthe residue was subjected to fractional distillation under reduced pressure

Sources & evidence

ORD record
ord-80d9d02c297f46b08212d1da65ade2f6
Source dataset
uspto-grants-1991_03
Patent number
US05003089

Reaction notes

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