Sodium Hydroxide → HCID 604898, compound

HRID 1793949Notes

Reaction equation

HRID 1793949 reaction equation
[CH3:1][C:2]1([CH3:15])[O:6][CH:5]([C:7]([O:9]C)=[O:8])[CH:4]([C:11]([O:13][CH3:14])=[O:12])[O:3]1.[OH-].[Na+]>CO>[CH3:14][O:13][C:11]([CH:4]1[CH:5]([C:7]([OH:9])=[O:8])[O:6][C:2]([CH3:15])([CH3:1])[O:3]1)=[O:12]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 318276Dimethyl 2,2-dimethyl-1,3-dioxolane-4,5-dicarboxylate

Product 1

HCID 604898HCID 604898, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a stirred solution of 1.23 mL of dimethyl 2,2-dimethyl-1,3-dioxolane-4,5-dicarboxylate in 12 mL of methanol was added slowly 3.0 mL of 2 mol/L sodium hydroxide solution under ice-cooling. After being stirred at room temperature for 24 hours, the reaction mixture was concentrated under reduced pressure, and the residue was diluted with 15 ml of water. After the mixture was washed with diethyl ether, acidified by addition of 4 mL of 2 mol/L hydrochloric acid. After the aqueous layer was extracted with dichloromethane, the organic layer was washed with brine, and dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure to give 0.686 g of 2,2-dimethyl-1,3-dioxolane-4,5-dicarboxylic acid monomethyl ester.

Workup

  1. temperaturecooling
  2. concentrationthe reaction mixture was concentrated under reduced pressure
  3. additionthe residue was diluted with 15 ml of water
  4. washAfter the mixture was washed with diethyl ether
  5. additionacidified by addition of 4 mL of 2 mol/L hydrochloric acid
  6. extractionAfter the aqueous layer was extracted with dichloromethane
  7. washthe organic layer was washed with brine
  8. dry with materialdried over anhydrous magnesium sulfate
  9. customThe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-ab9ddfe55dbd427ba36e7355064ef0c6
Source dataset
uspto-grants-2006_04
Patent number
US07022689B2

Reaction notes

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