Carbon Dioxide → HCID 58568207, compound

HRID 402847Notes

Reaction equation

HRID 402847 reaction equation
[O:1]1[CH2:7][CH:2]1[C:3]([O:5][CH3:6])=[O:4].[C:8](=[O:10])=[O:9]>[Cl-].C([N+](C)(C)C)C1C=CC=CC=1.C(#N)C.[Zn+2].[Br-].[Br-]>[CH3:6][O:5][C:3]([CH:2]1[CH2:7][O:1][C:8](=[O:9])[O:10]1)=[O:4]

Participants

6

Reactant 2

HCID 280Carbon DioxideHCID 145751Methyl oxirane-2-carboxylate

Product 1

HCID 58568207HCID 58568207, compoundYield 65%

Reagents, catalysts & solvents 3

HCID 5963Benzyltrimethylammonium chlorideCatalystHCID 10421208Zinc bromideCatalystHCID 6342AcetonitrileSolvent2×

Procedure

20 g of methyl epoxypropionate were mixed with 20 g of acetonitrile, 1.5 g of benzyl-trimethylammonium chloride and 1.5 g of ZnBr2. The homogeneous mixture was transferred to a 100 ml pressurized reactor and carboxylated for 6 days at 25° C. and a CO2 pressure of 30 bar. Following carboxylation, the mixture was diluted with 100 g of acetonitrile. The mixture was purified with aluminium oxide and activated carbon. Then, the acetonitrile was distilled off. This gave 4-methoxycarbonyl-2-oxo-1,3-dioxolane (purity 72% (GC), yield 65%).

Workup

  1. customThe mixture was purified with aluminium oxide and activated carbon
  2. distillationThen, the acetonitrile was distilled off

Sources & evidence

ORD record
ord-f99822dbd2054298b5b9ae2d9cbde7ff
Source dataset
uspto-grants-2014_06
Patent number
US08742137B2

Reaction notes

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