Diethyl Ether → HCID 67145179, compound

HRID 1750738Notes

Reaction equation

HRID 1750738 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+].[OH:22][C:23]1[CH:24]=[C:25]2[C:29](=[CH:30][CH:31]=1)[NH:28][CH:27]=[CH:26]2.CCOCC>COCCOCCOC>[NH:28]1[C:29]2[C:25](=[CH:24][C:23]([O:22][C:2]3[CH:12]=[C:11]([F:13])[CH:10]=[CH:9][C:3]=3[C:4]([O:6][CH2:7][CH3:8])=[O:5])=[CH:31][CH:30]=2)[CH:26]=[CH:27]1

Participants

6

Reactant 4

HCID 3283Diethyl EtherHCID 160545-HydroxyindoleHCID 62657Potassium Phosphate, TribasicHCID 2737170Benzoic acid, 2,4-difluoro-, ethyl ester

Product 1

HCID 67145179HCID 67145179, compound

Reagents, catalysts & solvents 1

HCID 8150DiglymeSolvent

Procedure

Ethyl 2,4-difluorobenzoate (12.75 g), K3PO4 (14.54 g) and 5-hydroxyindole (9.12 g) were stirred at 110° C. in diglyme (125 mL) for 24 hours. The reaction was cooled and poured into ether. The solution was washed three times with 1M NaOH solution, and brine, and dried. The solution was then concentrated, and the crude product was poured into hexanes, stirred, and filtered to give the product.

Workup

  1. temperatureThe reaction was cooled
  2. washThe solution was washed three times with 1M NaOH solution, and brine
  3. customdried
  4. concentrationThe solution was then concentrated
  5. additionthe crude product was poured into hexanes
  6. filtrationfiltered
  7. customto give the product

Sources & evidence

ORD record
ord-b1b69a82d9a74bc09b733a346b4fedea
Source dataset
uspto-grants-2015_10
Patent number
US09156856B2

Reaction notes

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