Sodium Carbonate → Solketal

HRID 1857054Notes

Reaction equation

HRID 1857054 reaction equation
C(=O)([O-])[O-].[Na+].[Na+].C([O:10][CH2:11][CH:12]1[CH2:16][O:15][C:14]([CH3:18])([CH3:17])[O:13]1)(=O)C>CO>[CH3:17][C:14]1([CH3:18])[O:13][CH:12]([CH2:11][OH:10])[CH2:16][O:15]1

Participants

4

Reactant 2

HCID 10340Sodium CarbonateHCID 252333(2,2-Dimethyl-1,3-dioxolan-4-yl)methyl acetate

Product 1

HCID 7528SolketalYield 89.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
25 °C

Procedure

Then sodium carbonate (40.63 g, 0.294 mol) was added to a mixture of 4-acetoxymethyl-2,2-dimethyl-1,3-dioxolane (34.18 g, 0.196 mol) and methanol (200 ml) and the resulting mixture was stirred for 8 hours at 25° C. After completion of the reaction the salt was filtered off and the filtrate was condensed in vacuo and water was added to the residue and 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 23.12 g of 2,2-dimethyl-1,3-dioxolane-4-methanol (yield 89%, b.p. 72° C. at 8 mmHg).

Workup

  1. customAfter completion of the reaction the salt
  2. filtrationwas filtered off
  3. customcondensed in vacuo and water
  4. additionwas added to the residue
  5. extractionextracted with methylene chloride
  6. washThe extract was washed with saturated brine
  7. dry with materialdried over anhydrous sodium sulfate and condensed in vacuo
  8. distillationThe crude product was distilled

Sources & evidence

ORD record
ord-a5ec4a4b134b464e876414d4e75fff8a
Source dataset
uspto-grants-2000_11
Patent number
US06143908

Reaction notes

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