Potassium Carbonate → HCID 13769237, compound

HRID 2232561Notes

Reaction equation

HRID 2232561 reaction equation
Br[CH:2]([CH3:8])[C:3]([O:5][CH2:6][CH3:7])=[O:4].[C:9]1([C:15]2[CH:24]=[C:23]([OH:25])[C:22]3[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=3)[N:16]=2)[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.C(=O)([O-])[O-].[K+].[K+]>C(C(C)=O)C>[C:9]1([C:15]2[CH:24]=[C:23]([O:25][CH:2]([CH3:8])[C:3]([O:5][CH2:6][CH3:7])=[O:4])[C:22]3[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=3)[N:16]=2)[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 79040Ethyl 2-bromopropionateHCID 178515552HCID 178515552, compound

Product 1

HCID 13769237HCID 13769237, compound

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

Ethyl 2-bromopropionate (4.3 cc) is added dropwise to a stirred suspension of 2-phenyl-4-quinolinol (6.63 g) and potassium carbonate (8.3 g) in methyl ethyl ketone (200 cc). The mixture is heated for three hours under reflux. The mixture is brought back to room temperature (approximately 20° C.), the insoluble material drained and the solvents removed under reduced pressure. The residue is taken up with 40°-70° petroleum ether (100 cc) and drained. Ethyl 2-[(2-phenyl-4-quinolyl)oxy]propionate (9.2 g), m.p. 80° C., is thereby isolated.

Workup

  1. temperatureThe mixture is heated for three hours
  2. temperatureunder reflux
  3. customis brought back to room temperature
  4. custom(approximately 20° C.)
  5. customthe solvents removed under reduced pressure
  6. customis taken up with 40°-70°

Sources & evidence

ORD record
ord-2fd70a9a50d54c618b29bf18f4303fcd
Source dataset
uspto-grants-1988_11
Patent number
US04788204

Reaction notes

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