Acetone → HCID 13671457, compound

HRID 280714Notes

Reaction equation

HRID 280714 reaction equation
[CH3:1][CH:2]([O:5][C:6]1[CH:17]=[CH:16][C:9]([O:10][CH2:11][CH:12]([OH:15])[CH2:13][OH:14])=[CH:8][CH:7]=1)[CH2:3][CH3:4].[CH3:18][C:19]([CH3:21])=O.C1(C)C=CC(S(O)(=O)=O)=CC=1>O>[CH3:18][C:19]1([CH3:21])[O:15][CH:12]([CH2:11][O:10][C:9]2[CH:16]=[CH:17][C:6]([O:5][CH:2]([CH3:1])[CH2:3][CH3:4])=[CH:7][CH:8]=2)[CH2:13][O:14]1

Participants

5

Reactant 3

HCID 180AcetoneHCID 6101p-Toluenesulfonic acidHCID 13671456HCID 13671456, compound

Product 1

HCID 13671457HCID 13671457, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 3-[4-(1-methylpropoxy)phenoxy]-1,2-propanediol (1.0 g, 4.2 mmol), acetone (0.24 g, 4.2 mmol) and p-toluenesulfonic acid (0.03 g) in 20 ml of petroleum ether is heated under reflux for 7 hours. Water generated from the reaction is removed. The final solution is concentrated to remove the solvent and the product is purified by column chromatography to give 2,2-dimethyl-4-[4-(1-methylpropoxy)phenoxymethyl]-1,3-dioxolane, MS m/e 280 (M+).

Workup

  1. temperatureis heated
  2. temperatureunder reflux for 7 hours
  3. customis removed
  4. concentrationThe final solution is concentrated
  5. customto remove the solvent
  6. customthe product is purified by column chromatography

Sources & evidence

ORD record
ord-45429a63d4e741508509794e73580f18
Source dataset
uspto-grants-1986_05
Patent number
US04590282

Reaction notes

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