Water → (2,2-Dimethyl-1,3-dioxolan-4-yl)methyl acetate

HRID 1649814Notes

Reaction equation

HRID 1649814 reaction equation
[OH:1][CH2:2][CH:3]1[CH2:7][O:6][C:5]([CH3:9])([CH3:8])[O:4]1.N1C=CC=CC=1.[C:16](OC(=O)C)(=[O:18])[CH3:17].O>ClCCl.C(OCC)(=O)C>[C:16]([O:1][CH2:2][CH:3]1[CH2:7][O:6][C:5]([CH3:9])([CH3:8])[O:4]1)(=[O:18])[CH3:17]

Participants

7

Reactant 4

HCID 962WaterHCID 1049PyridineHCID 7528SolketalHCID 7918Acetic Anhydride

Product 1

HCID 252333(2,2-Dimethyl-1,3-dioxolan-4-yl)methyl acetateYield 85.4%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 8857Ethyl AcetateSolvent

Procedure

To a mixture of 4-hydroxymethyl-2,2-dimethyl-1,3-dioxolane (5.35 g) and pyridine (15.65 g) in dichloromethane (200 ml) was added acetic anhydride (20.56 g), and the mixture was stirred at ambient temperature for 12 hours. The mixture was poured into a mixture of water and ethyl acetate. The organic layer was separated, washed with saturated aqueous sodium hydrogen carbonate and brine successively, dried over magnesium sulfate, and evaporated in vacuo to give 4-acetoxymethyl-2,2-dimethyl-1,3-dioxolane (6.02 g).

Workup

  1. customThe organic layer was separated
  2. washwashed with saturated aqueous sodium hydrogen carbonate and brine successively
  3. dry with materialdried over magnesium sulfate
  4. customevaporated in vacuo

Sources & evidence

ORD record
ord-4b333138a87e473b9a6b656f2254a6f9
Source dataset
uspto-grants-1990_05
Patent number
US04921852

Reaction notes

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