Triphenylphosphine → HCID 53710614, compound

HRID 1981978Notes

Reaction equation

HRID 1981978 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([N+:9]([O-:11])=[O:10])[CH:5]=[CH:6][C:7]=1I.C([O-])(=O)C.[Na+].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[F:36][C:37]([F:41])([F:40])[CH:38]=[CH2:39]>CN(C)C=O.O.CC([O-])=O.CC([O-])=O.[Pd+2]>[Cl:1][C:2]1[CH:3]=[C:4]([N+:9]([O-:11])=[O:10])[CH:5]=[CH:6][C:7]=1[CH:39]=[CH:38][C:37]([F:41])([F:40])[F:36]

Participants

8

Reactant 4

HCID 11776TriphenylphosphineHCID 126723,3,3-TrifluoropropeneHCID 966402-Chloro-1-iodo-4-nitrobenzeneHCID 517045Sodium Acetate

Product 1

HCID 53710614HCID 53710614, compound

Reagents, catalysts & solvents 3

HCID 167845palladium(II) acetateCatalystHCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

2.85 g of 3-chloro-4-iodo-nitro-benzene, 0.95 g of sodium acetate, 0.0048 g of Pd(OAc)2, 0.048 g of triphenylphosphine and 2 g of 3,3,3-trifluoro-propene were reacted in 25 ml of dimethylformamide at 130° C. for 24 h, under stirring. The reaction mixture was cooled, breathered to atmospheric pressure, poured in water and extracted with ethyl ether (5×80 ml). The organic extract was anhydrified on Na2SO4 and purified by chromatography on silica gel column (hexane 95%--ethyl-acetate 5%).

Workup

  1. temperatureThe reaction mixture was cooled
  2. extractionextracted with ethyl ether (5×80 ml)
  3. extractionThe organic extract
  4. custompurified by chromatography on silica gel column (hexane 95%--ethyl-acetate 5%)

Sources & evidence

ORD record
ord-546e4249651e4bd09c2fde8c288d0f08
Source dataset
uspto-grants-1986_06
Patent number
US04594451

Reaction notes

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