Potassium Carbonate → HCID 14552892, compound

HRID 2051173Notes

Reaction equation

HRID 2051173 reaction equation
C(=O)([O-])[O-].[K+].[K+].[CH3:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]2[CH2:23][C:22](=[O:24])[C:21]3[C:16](=[CH:17][CH:18]=[CH:19][C:20]=3[C:25]([F:28])([F:27])[F:26])[N:15]=2)=[CH:10][CH:9]=1.Cl[CH2:30][C:31]([N:33]1[CH2:38][CH2:37][O:36][CH2:35][CH2:34]1)=[O:32]>CC(=O)CC>[CH3:7][C:8]1[CH:9]=[CH:10][C:11]([C:14]2[CH:23]=[C:22]([O:24][CH2:30][C:31]([N:33]3[CH2:38][CH2:37][O:36][CH2:35][CH2:34]3)=[O:32])[C:21]3[C:16](=[CH:17][CH:18]=[CH:19][C:20]=3[C:25]([F:28])([F:26])[F:27])[N:15]=2)=[CH:12][CH:13]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 74040Morpholine, 4-(chloroacetyl)-HCID 67946917HCID 67946917, compound

Product 1

HCID 14552892HCID 14552892, compoundYield 76.3%

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Conditions

Temperature
20 °C

Procedure

Anhydrous potassium carbonate (2.2 g) is added to a stirred suspension of 2-(4-methylphenyl)-5-trifluoromethyl-4-quinolone (2.4 g) and 4-(2-chloroacetyl)morpholine (1.3 g) in 2-butanone (50 cc). The mixture is heated to reflux for 3 hours and cooled to room temperature (approximately 20° C.). The insoluble matter is removed by filtration and rinsed with 2-butanone. The organic phases are combined and the solvent is removed under reduced pressure. After recrystallation of the residue from acetonitrile, 4-{[2(4-methylphenyl)-5-trifluoromethyl-4-quinolyl]oxyacetyl}morpholine (2.6 g), m.p. 172° C. is isolated.

Workup

  1. temperatureThe mixture is heated
  2. temperatureto reflux for 3 hours
  3. customThe insoluble matter is removed by filtration
  4. washrinsed with 2-butanone
  5. customthe solvent is removed under reduced pressure

Sources & evidence

ORD record
ord-6f7b9ce5cdfe4215a2c0bea30daa31f2
Source dataset
uspto-grants-1991_05
Patent number
US05017576

Reaction notes

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