US 9,809,524 B1
Process for the preparation of 1-(3,5-dichloro-4-fluoro-phenyl)-2,2,2-trifluoro-ethanone
Helmars Smits, Stein (CH)
Assigned to Syngenta Participations, Basel (CH)
Appl. No. 15/516,087
PCT Filed Oct. 8, 2015, PCT No. PCT/EP2015/073218
§ 371(c)(1), (2) Date Mar. 31, 2017,
PCT Pub. No. WO2016/058896, PCT Pub. Date Apr. 21, 2016.
Claims priority of application No. 14188741 (EP), filed on Oct. 14, 2014.
Int. Cl. C07C 45/00 (2006.01); C07C 49/80 (2006.01); C07C 45/63 (2006.01); C07C 45/46 (2006.01)
CPC C07C 45/63 (2013.01) [C07C 45/004 (2013.01); C07C 45/46 (2013.01); C07C 49/80 (2013.01)] 8 Claims
1. A process for the preparation of the compound of formula I

OG Complex Work Unit Drawing
comprisinga) reacting the compound of formula II

OG Complex Work Unit Drawing
in the presence of magnesium or an organometallic reagent of formula III
R1—M2X  (III),
whereinR1 is C1-C4alkyl;M2 is Lithium or Magnesium andX is halogen or absent;with a compound of formula IV
CF3—C(O)—R2  (IV),
wherein R2 is halogen, hydroxyl, C1-C4alkoxy, (di-C1-C4alkyl)amino, OC(O)CF3, phenoxy or OM1; whereinM1 is Lithium, Magnesium, Sodium or Potassium;to the compound of formula V,

OG Complex Work Unit Drawing
andb) reacting the compound of formula V with an alkali metal fluoride in the presence of catalytic amounts of a phase transfer catalyst in the presence of a polar solvent to the compound of formula I.