Methyl chloroformate → HCID 23435141, compound

HRID 2120516Notes

Reaction equation

HRID 2120516 reaction equation
O[CH2:2][CH:3]1[CH2:7][O:6][C:5](=[O:8])[O:4]1.Cl[C:10]([O:12][CH3:13])=[O:11]>N1C=CC=CC=1>[C:10]([CH2:2][CH:3]1[CH2:7][O:6][C:5](=[O:8])[O:4]1)([O:12][CH3:13])=[O:11]

Participants

4

Reactant 2

HCID 6586Methyl chloroformateHCID 97944Glycerol carbonate

Product 1

HCID 23435141HCID 23435141, compoundYield 30.3%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To 73 g of 4-hydroxymethyl-1,3-dioxolan-2-one was added 63.3 g of pyridine with stirring and 75.6 g of methyl chloroformate was added at 0° C. for 1 hr, then the reaction mixture stirred at room temperature for 16 hrs. The reaction solution was passed through a glass filter to remove pyridine HCl salts, and then extracted with methylene chloride and distilled water. Recrystallization was carried out in toluene to obtain 30 g of 4-carbomethoxymethyl-1,3-dioxolan-2-one as a final product.

Workup

  1. stirringthe reaction mixture stirred at room temperature for 16 hrs
  2. filtrationfilter
  3. customto remove pyridine HCl salts
  4. extractionextracted with methylene chloride
  5. distillationdistilled water
  6. customRecrystallization

Sources & evidence

ORD record
ord-6fa90949b47f4d61a2c57456a8635e5d
Source dataset
uspto-grants-2004_02
Patent number
US06692874B2

Reaction notes

Loading…