Sulfuric Acid → 1-Acetoxy-3-acetoxymethoxypropane

HRID 1072966Notes

Reaction equation

HRID 1072966 reaction equation
[O:1]1[CH2:6][CH2:5][CH2:4][O:3][CH2:2]1.[C:7]([O:10]C(=O)C)(=[O:9])[CH3:8].S(=O)(=O)(O)O.[C:19]([O-])(=[O:21])[CH3:20].[Na+]>>[C:19]([O:1][CH2:6][CH2:5][CH2:4][O:3][CH2:2][O:10][C:7](=[O:9])[CH3:8])(=[O:21])[CH3:20]

Participants

5

Reactant 4

HCID 1118Sulfuric AcidHCID 7918Acetic AnhydrideHCID 104501,3-DioxaneHCID 517045Sodium Acetate

Product 1

HCID 124808481-Acetoxy-3-acetoxymethoxypropaneYield 50,174.398%

Conditions

Temperature
20 °C

Procedure

To a mixture of 1,3-dioxan (3 ml, 0.035 mmol) and acetic anhydride (3.3 ml, 0.035 mmol) at 0° C., was added a drop of concentrated sulphuric acid. The mixture was then stirred for 14 h at 20° C., added with sodium acetate (2 g) and filtrated. The residue, distilled in vacuo (120° C., 16 mmHg), gave 1-acetoxy-3-acetoxymethoxypropane (3.34 g, 50%) as a colorless oil.

Workup

  1. filtrationfiltrated
  2. distillationThe residue, distilled in vacuo (120° C., 16 mmHg)

Sources & evidence

ORD record
ord-a3b64d75c18e47ab9ee7d9cf59ae7f5b
Source dataset
uspto-grants-2005_06
Patent number
US06911450B1

Reaction notes

Loading…