Ethylene carbonate → Cyclohexyl fluoroformate

HRID 1166634Notes

Reaction equation

HRID 1166634 reaction equation
C1(=O)OCCO1.[F-:7].[K+].Cl[C:10]([O:12][CH:13]1[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]1)=[O:11].ClC([O-])=O>>[F:7][C:10]([O:12][CH:13]1[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]1)=[O:11]

Participants

5

Reactant 4

HCID 7303Ethylene carbonateHCID 83262Carbonochloridic acid, cyclohexyl esterHCID 522689Potassium FluorideHCID 21226386Carbonochloridate

Product 1

HCID 12592121Cyclohexyl fluoroformateYield 84%

Procedure

The preparation was carried out as in Example 2 but using 250 g of ethylene carbonate, 90 g (1.55 mol) of potassium fluoride and 162.6 g (1.0 mol) of cyclohexyl chloroformate. After addition of the chloroformate, stirring of the mixture was continued for 45 minutes at 45° C. Evaporation under vacuum was carried out as above. By distillation under reduced pressure, 122.7 g (84% yield) of cyclohexyl fluoroformate with a boiling point of 55-56° C. at 22 mm Hg were obtained.

Workup

  1. customEvaporation under vacuum

Sources & evidence

ORD record
ord-de68c407f2ae4106bd9555ce0bae154f
Source dataset
uspto-grants-2003_09
Patent number
US06613929B2

Reaction notes

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