Potassium Phosphate, Tribasic → HCID 67052695, compound

HRID 921406Notes

Reaction equation

HRID 921406 reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[C:4]([S:11]([CH:14]([CH3:16])[CH3:15])(=[O:13])=[O:12])[CH:3]=1.[CH3:17][PH:18](=[O:20])[CH3:19].P([O-])([O-])([O-])=O.[K+].[K+].[K+]>CN(C=O)C.CC([O-])=O.CC([O-])=O.[Pd+2]>[CH3:17][P:18](=[O:20])([CH3:19])[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[C:4]([S:11]([CH:14]([CH3:16])[CH3:15])(=[O:13])=[O:12])[CH:3]=1

Participants

6

Reactant 3

HCID 62657Potassium Phosphate, TribasicHCID 67052709HCID 67052709, compoundHCID 178503022methylphosphonoylmethane

Product 1

HCID 67052695HCID 67052695, compound

Reagents, catalysts & solvents 2

HCID 167845palladium(II) acetateCatalystHCID 6228DimethylformamideSolvent

Conditions

Temperature
110 °C

Procedure

To a stirring solution of 4-bromo-1-nitro-2-(propan-2-ylsulfonyl)benzene (0.44 g, 1.6 mmol) and Dimethyl Phosphine oxide (0.15 g, 1.9 mmol) in 1 mL of DMF, was added Potassium Phosphate (0.37 g, 1.8 mmol), Pd(OAc)2 (18 mg, 0.08 mmol), Xanphos (55 mg, 0.10 mmol). The reaction mixture was stirred at 110 degrees C. overnight. The reaction mixture was cooled to room temperature and filtered through celite. The desired product was isolated through prep-HPLC to yield a brownish yellow solid (0.24 g, 55% yield)

Workup

  1. customovernight
  2. temperatureThe reaction mixture was cooled to room temperature
  3. filtrationfiltered through celite

Sources & evidence

ORD record
ord-a1c0f2c7b6ee4934b58d6a8f01dba0d3
Source dataset
uspto-grants-2016_03
Patent number
US09273077B2

Reaction notes

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