Propylene Glycol → HCID 20064413, compound

HRID 359950Notes

Reaction equation

HRID 359950 reaction equation
C1(C)C=CC(S([O-])(=O)=O)=CC=1.[NH+]1C=CC=CC=1.[CH2:18]([OH:22])[CH:19]([OH:21])[CH3:20].[CH3:23][O:24][CH2:25][CH:26]=O.C1CCCCC1>O>[CH3:23][O:24][CH2:25][CH:26]1[O:21][CH:19]([CH3:20])[CH2:18][O:22]1

Participants

6

Reactant 4

HCID 1030Propylene GlycolHCID 8078CyclohexaneHCID 91563MethoxyacetaldehydeHCID 466102Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)

Product 1

HCID 20064413HCID 20064413, compoundYield 93%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

1 g of pyridinium p-toluenesulfonate was added to a mixture consisting of 152 g (2 moles) of 1,2-propanediol, 148 g (2 moles) of 85% strength methoxyacetaldehyde and 400 ml of cyclohexane, and the resulting mixture was refluxed under a water separator until water no longer separated off. The solution obtained was washed with water, the solvent was stripped off under reduced pressure and the residue was subjected to fractional distillation under reduced pressure. 245 g (93% yield) of 2-methoxymethyl-4-methyl-1,3-dioxolane of boiling point 79°-82° C./70 mbar were obtained.

Workup

  1. temperaturethe resulting mixture was refluxed under a water
  2. customno longer separated off
  3. customThe solution obtained
  4. washwas washed with water
  5. distillationthe residue was subjected to fractional distillation under reduced pressure

Sources & evidence

ORD record
ord-99541a81727e4e7ba14930224fadca01
Source dataset
uspto-grants-1991_03
Patent number
US05003089

Reaction notes

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