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

HRID 37262

Reaction equation

HRID 37262 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-d89cf0c6c2db4b6a9bf43154be9933c2
Source dataset
uspto-grants-1995_05
Patent number
US05420122

Linked notes

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