Diethyl Ether → HCID 67144994, compound

HRID 2196767Notes

Reaction equation

HRID 2196767 reaction equation
F[C:2]1[CH:12]=[C:11]([F:13])[CH:10]=[CH:9][C:3]=1[C:4]([O:6][CH2:7][CH3:8])=[O:5].[O-]P([O-])([O-])=O.[K+].[K+].[K+].[Cl:22][C:23]1[CH:24]=[C:25]([OH:29])[CH:26]=[CH:27][CH:28]=1.CCOCC>COCCOCCOC>[Cl:22][C:23]1[CH:24]=[C:25]([CH:26]=[CH:27][CH:28]=1)[O:29][C:2]1[CH:12]=[C:11]([F:13])[CH:10]=[CH:9][C:3]=1[C:4]([O:6][CH2:7][CH3:8])=[O:5]

Participants

6

Reactant 4

HCID 3283Diethyl EtherHCID 79333-ChlorophenolHCID 62657Potassium Phosphate, TribasicHCID 2737170Benzoic acid, 2,4-difluoro-, ethyl ester

Product 1

HCID 67144994HCID 67144994, compound

Reagents, catalysts & solvents 1

HCID 8150DiglymeSolvent

Procedure

Ethyl 2,4-difluorobenzoate (6.0 g), K3PO4 (7.5 g) and 3-chlorophenol (4.1 g) were stirred at 110° C. in diglyme (25 mL) for 24 hours. The mixture was cooled and poured into ether. The solution was washed three times with 1M NaOH solution, and with brine, and dried. The solution was then concentrated. The concentrate was chromatographed on silica gel with 10% ethyl acetate/hexanes.

Workup

  1. temperatureThe mixture was cooled
  2. washThe solution was washed three times with 1M NaOH solution
  3. dry with materialwith brine, and dried
  4. concentrationThe solution was then concentrated
  5. customThe concentrate was chromatographed on silica gel with 10% ethyl acetate/hexanes

Sources & evidence

ORD record
ord-e7b5df5549c6446a9c9c8a6aa79b9d55
Source dataset
uspto-grants-2012_12
Patent number
US08338466B2

Reaction notes

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