Diethyl Ether → HCID 67144994, compound

HRID 1750745Notes

Reaction equation

HRID 1750745 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-f663fb538131411fbd599a0edc7ce8a2
Source dataset
uspto-grants-2015_10
Patent number
US09156856B2

Reaction notes

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