Oxygen → Perfluoro(2-methyl-1,2-epoxypropyl) methyl ether

HRID 1379899

Reaction equation

HRID 1379899 reaction equation
[CH3:1][O:2][C:3]([F:13])=[C:4]([C:9]([F:12])([F:11])[F:10])[C:5]([F:8])([F:7])[F:6].[O:14]=[O+][O-].O=O>[Cl-].[Na+].O>[CH3:1][O:2][C:3]1([F:13])[O:14][C:4]1([C:5]([F:7])([F:6])[F:8])[C:9]([F:12])([F:10])[F:11]

Participants

5

Reactant 3

HCID 977OxygenHCID 96721,3,3,3-Tetrafluoro-1-methoxy-2-(trifluoromethyl)-1-propeneHCID 24823Ozone

Product 1

HCID 10198470Perfluoro(2-methyl-1,2-epoxypropyl) methyl etherYield 36.5%

Reagents, catalysts & solvents 1

HCID 57417360Sodium chloride; waterSolvent

Procedure

200 g (0.88 moles) of heptafluoroisobutenyl methyl ether (purity: 93%) was charged into a three-necked flask having a capacity of 300 ml, provided with a Dimroth condenser, a stirrer and a gas feed tube, and a brine at -20° C. was passed through the Dimroth condenser. About 340 liters of ozone-containing oxygen gas (ozone concentration: 125 mg/liter) was bubbled through the ether Compound at 0° C. with stirring over 11 hours 18 minutes (total ozone amount: about 0.88 moles). After the reaction, 134.8 g of the reaction product was recovered therefrom and distilled, whereby 73.0 g of perfluoro(2-methyl-1,2-epoxypropyl) methyl ether was obtained as a fraction having a boiling point of 82° to 85° C. (yield: 36.5%).

Workup

  1. customprovided with a Dimroth condenser, a stirrer and a gas feed tube
  2. customat -20° C.
  3. customwas bubbled through the ether Compound at 0° C.
  4. customAfter the reaction, 134.8 g of the reaction product
  5. customwas recovered
  6. distillationdistilled

Sources & evidence

ORD record
ord-7dada4ad8c6a483caa41dbd8dad6fa9c
Source dataset
uspto-grants-1997_09
Patent number
US05672742

Linked notes

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