Sodium Carbonate → Solketal

HRID 1857062Notes

Reaction equation

HRID 1857062 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 79%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
100 °C

Procedure

Sodium carbonate (16.53 g, 0.156 mol) was added to a mixture of the crude 4-benzoyloxymethyl-2,2-dimethyl-1,3-dioxolane (24.63 g, 0.104 mol) and water (50 ml) and resulting mixture was stirred for 8 hours at 100° C. After cooling the mixture was extracted with methylene chloride. The extract was washed with saturated brine, dried over anhydrous sodium sulfate and condensed in vacuo. The residue was distilled to give 10.86 g of 2,2-dimethyl-1,3-dioxolane-4-methanol (yield 79%, b.p. 68° C. at 6 mmHg).

Workup

  1. customresulting mixture
  2. temperatureAfter cooling the 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 residue was distilled

Sources & evidence

ORD record
ord-a22fe644d6fb460e8cd1467cd4097e98
Source dataset
uspto-grants-2000_11
Patent number
US06143908

Reaction notes

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