Potassium Hydroxide → HCID 86593616, compound

HRID 2116433Notes

Reaction equation

HRID 2116433 reaction equation
Cl[C:2]([F:19])([F:18])[CH2:3][O:4][C:5]([F:17])([F:16])[C:6]([F:15])([F:14])[C:7]([F:13])([F:12])[C:8]([F:11])([F:10])[F:9].[OH-].[K+]>CS(C)=O>[F:18][C:2]([F:19])=[CH:3][O:4][C:5]([F:16])([F:17])[C:6]([F:14])([F:15])[C:7]([F:12])([F:13])[C:8]([F:11])([F:10])[F:9]

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 86593617HCID 86593617, compound

Product 1

HCID 86593616HCID 86593616, compoundYield 82%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

A mixture of perfluorobutyl 2-chloro-2,2-difluoroethyl ether (42.2 g), KOH (50.0 g) and DMSO (0.5 ml) was heated to distill the product bp <68° C. The product was redistilled to give 30.8 g of perfluorobutyl 2,2-difluorovinyl ether, bp 65° C., yield 82%. 19 F NMR (CDCl3) −81.5 (t, J=10 Hz, 3 F), −86.8 (s, 2 F), −91.0 (ddt, J=52, 13, 3 Hz, 1 F), −108.7 (dd, J=52.4 Hz, 1 F), −126.6 (m, 2 F), −127.1 (m, 2 F) ppm. 1 H NMR (CDCl3) 6.14 (dd, J=13, 4 Hz) ppm.

Workup

  1. temperaturewas heated
  2. distillationto distill the product bp <68° C
  3. distillationThe product was redistilled

Sources & evidence

ORD record
ord-782a4bcaebfd4b09b1ba9e58709e1d4c
Source dataset
uspto-grants-2008_10
Patent number
US07438995B2

Reaction notes

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