Carbon Dioxide → Methyl octyl carbonate

HRID 542577Notes

Reaction equation

HRID 542577 reaction equation
Cl[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH3:9].[C:10](=[O:15])([O:13]C)[O:11][CH3:12].C(=O)=O>>[C:10](=[O:13])([O:15][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH3:9])[O:11][CH3:12]

Participants

4

Reactant 3

HCID 280Carbon DioxideHCID 81421-ChlorooctaneHCID 12021Dimethyl Carbonate

Product 1

HCID 6421218Methyl octyl carbonateYield 15%

Conditions

Temperature
150 °C

Procedure

1-Chlorooctane (297.36 g, 1.0 mole), dimethyl carbonate (450 g, 5.0 moles) and 30.0 g of DOWEX® MWA-1 beads (Trademark of The Dow Chemical Company) are combined in a 2-liter stainless steel Paar bomb. The reactor is pressurized to 100 psi of carbon dioxide and heated with stirring to 150° C. After 2 hours, the bomb is cooled to room temperature and vented. After separating the catalyst by filtration, distillation gives 28.1 g (15 percent yield based on starting 1-chlorooctane) of methyl 1-octyl carbonate.

Workup

  1. temperatureheated
  2. temperaturethe bomb is cooled to room temperature
  3. customAfter separating the catalyst
  4. filtrationby filtration, distillation

Sources & evidence

ORD record
ord-50973cc8af7a4e9d9f6097b06f6a37de
Source dataset
uspto-grants-1987_04
Patent number
US04658041

Reaction notes

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