Methanol → Methyl 2-methoxytetrafluoropropionate

HRID 1383892

Reaction equation

HRID 1383892 reaction equation
[F:1][C:2]([F:10])([F:9])[C:3]1([F:8])[O:7][C:4]1(F)F.[CH3:11][O-:12].[Na+].[CH3:14][OH:15]>>[CH3:4][O:7][C:3]([C:11]([O:15][CH3:14])=[O:12])([C:2]([F:10])([F:9])[F:1])[F:8]

Participants

4

Reactant 3

HCID 887Methanol2×HCID 9883Hexafluoropropylene oxideHCID 10942334Sodium Methoxide

Product 1

HCID 2775434Methyl 2-methoxytetrafluoropropionate

Procedure

Hexafluoropropylene oxide (HFPO, 300 g) was added to 50 g of 25% sodium methoxide in methanol plus 450 g methanol at room temperature in a modification of the procedure of (J. Org. Chem. 31, 2312 (1960) to give CH3OCF(CF3)COOMe bp 110-118° C. This was direct fluorinated according to U.S. Pat. No. 5,488,142 and the product was methanolysed to give the same ester as in Example 11. One could then convert this to the perfluorovinyl ether as described above.

Sources & evidence

ORD record
ord-dfdb6c05f2334fb6a9a0e7d4be172d70
Source dataset
uspto-grants-2001_07
Patent number
US06255536B1

Linked notes

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