Perfluoroisopropyl iodide → 2,3,3,3-Tetrafluoro-1-phenyl-2-(trifluoromethyl)-1-propanone

HRID 1763070Notes

Reaction equation

[C:1](F)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[F:10][C:11](I)([C:16]([F:19])([F:18])[F:17])[C:12]([F:15])([F:14])[F:13]>C(Cl)Cl>[C:2]1([C:1](=[O:8])[C:11]([F:10])([C:16]([F:19])([F:18])[F:17])[C:12]([F:15])([F:14])[F:13])[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

Conditions

Temperature: -70 °C

Procedure

Under protective gas, 22 g (0.18 mol) of benzoyl fluoride and 55.3 g (0.18 mol) of perfluoroisopropyl iodide in 150 ml of CH2Cl2 are initially introduced into a round-bottomed flask. 45 g (0.18 mol) of phosphorous acid trisdiethylamide are added dropwise at about -70° C. The mixture is stirred for 12 hours at -70° C. and, after warming, worked up analogously to Example 1. 38.5 g (78%) of 1-phenyl-2,3,3,3-tetrafluoro-2-trifluoromethyl-propan-1-one of b.p. 90°-92° C./80 mbar are obtained.

Workup

temperatureafter warming

Sources & evidence

ORD record: ord-d19a64b1b8294e188e397ca54a007591
Source dataset: uspto-grants-1989_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04835318

Reaction notes

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