1-(2,2-DIFLUORO-1-PHENYL-VINYL)-4-FLUORO-BENZENE synthesis

11synthesis methods

Product Name:1-(2,2-DIFLUORO-1-PHENYL-VINYL)-4-FLUORO-BENZENE
CAS Number:569-72-2
Molecular formula:C14H10F2
Molecular Weight:216.23

116-14-3
47 suppliers
inquiry

100-58-3
188 suppliers
$18.00/10ml

447-14-3
46 suppliers
inquiry

1-(2,2-DIFLUORO-1-PHENYL-VINYL)-4-FLUORO-BENZENE

569-72-2
7 suppliers
inquiry

Yield: 49 %Spectr. ， 15 %Spectr.

Reaction Conditions:

with lithium iodide;tris-(dibenzylideneacetone)dipalladium⁽⁰⁾;triphenylphosphine in tetrahydrofuran;diethyl ether;benzene-d6 at 60; under 2625.26 Torr; for 2 h;Product distribution / selectivity;

Steps:

3
Example 3In a glove box, a THF (0.4 ml)/C₆D₆(0.1 ml) solution of Pd₂(dba)₃(5 mg, 0.005 mmol), PPh₃(5.3 mg, 0.02 mmol) and LiI (16.1 mg, 0.12 mmol) was prepared in a pressure tube. A PhMgBr ether solution (3 M, 0.038 ml, 0.115 mmol) and α,α,α-trifluorotoluene (14 μL: internal standard for the ¹⁹F-NMR measurement) were added to the solution. TFE (0.313 mmol: introduced until the pressure reached 0.35 MPa) was further added to the mixture. This reaction solution was heated for 2 hours at 60° C. The reaction was monitored by ¹⁹F-NMR, and it was confirmed based on the internal standard that α,β,β-trifluorostyrene and 1,1-difluoro-2,2-diphenylethylene were obtained at yields of 49% and 15%, respectively.

References:

Nagai, Takabumi;Shibanuma, Takashi;Ogoshi, Sensuke;Ohashi, Masato US2012/330072, 2012, A1 Location in patent:Page/Page column 7