Sulfuric Acid → HCID 18444199, compound

HRID 459700Notes

Reaction equation

HRID 459700 reaction equation
[CH2:1]([O:5][CH2:6][CH2:7][CH:8]([CH3:10])[CH3:9])[CH:2]1[O:4][CH2:3]1.S(=O)(=O)(O)[OH:12]>CC(C)=O>[CH3:9][CH:8]([CH3:10])[CH2:7][CH2:6][O:5][CH:1]([OH:12])[CH:2]([OH:4])[CH3:3]

Participants

4

Reactant 2

HCID 1118Sulfuric AcidHCID 859362-[(3-Methylbutoxy)methyl]oxirane

Product 1

HCID 18444199HCID 18444199, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

The thus obtained 3-methylbutyl glycidyl ether (100 g), acetone (200 ml) and a 3% sulfuric acid aqueous solution (100 ml) were refluxed for 2 hours. Then, after concentration at 50° C./26 hPa, toluene (200 ml) was added to the residue and the resulting mixture was washed with a 3% sodium hydroxide aqueous solution (170 g). The mixture was further washed with saturated brine (150 g) three times and concentrated, and the concentrate was purified by distillation to give 3-methylbutoxypropane-1,2-diol (63 g) (bp: 115–116° C./2.6 hPa).

Workup

  1. concentrationThen, after concentration at 50° C./26 hPa, toluene (200 ml)
  2. additionwas added to the residue
  3. washthe resulting mixture was washed with a 3% sodium hydroxide aqueous solution (170 g)
  4. washThe mixture was further washed with saturated brine (150 g) three times
  5. concentrationconcentrated
  6. distillationthe concentrate was purified by distillation

Sources & evidence

ORD record
ord-f807fac665564357af55af473781183d
Source dataset
uspto-grants-2007_03
Patent number
US07196052B2

Reaction notes

Loading…