Sodium Carbonate → Solketal

HRID 1857052Notes

Reaction equation

HRID 1857052 reaction equation
C(=O)([O-])[O-].[Na+].[Na+].C([O:15][CH2:16][CH:17]1[CH2:21][O:20][C:19]([CH3:23])([CH3:22])[O:18]1)(=O)C1C=CC=CC=1>O>[CH3:22][C:19]1([CH3:23])[O:18][CH:17]([CH2:16][OH:15])[CH2:21][O:20]1

Participants

4

Reactant 2

HCID 10340Sodium CarbonateHCID 571151(2,2-Dimethyl-1,3-dioxolan-4-yl)methyl benzoate

Product 1

HCID 7528SolketalYield 82.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
100 °C

Procedure

Then sodium carbonate (32.22 g, 0.304 mol) was added to a mixture of the crude 4-benzoyloxymethyl-2,2-dimethyl-1,3-dioxolane (48.06 g, 0.203 mol) and water (100 ml) resulting mixture was stirred for 8 hours at 100° C. After cooling the reaction mixture was extracted with methylene chloride. The extract was washed with saturated brine, dried over anhydrous sodium sulfate and condensed in vacuo. The crude product was distilled to give 22.03 g of 2,2-dimethyl-1,3-dioxolane-4-methanol (yield 82%, b.p. 72° C. at 8 mmHg).

Workup

  1. customresulting mixture
  2. temperatureAfter cooling the reaction mixture
  3. extractionwas extracted with methylene chloride
  4. washThe extract was washed with saturated brine
  5. dry with materialdried over anhydrous sodium sulfate and condensed in vacuo
  6. distillationThe crude product was distilled

Sources & evidence

ORD record
ord-b26477a200a4472b97f2cbfed8d339cc
Source dataset
uspto-grants-2000_11
Patent number
US06143908

Reaction notes

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