Potassium Carbonate → 2-(4-Methyl-1-piperidinyl)-5-nitro-4'-chlorobenzophenone

HRID 2118807

Reaction equation

HRID 2118807 reaction equation
Cl[C:2]1[CH:16]=[CH:15][C:14]([N+:17]([O-:19])=[O:18])=[CH:13][C:3]=1[C:4]([C:6]1[CH:11]=[CH:10][C:9]([Cl:12])=[CH:8][CH:7]=1)=[O:5].[CH3:20][CH:21]1[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]1.C([O-])([O-])=O.[K+].[K+]>C(O)C>[CH3:20][CH:21]1[CH2:26][CH2:25][N:24]([C:2]2[CH:16]=[CH:15][C:14]([N+:17]([O-:19])=[O:18])=[CH:13][C:3]=2[C:4]([C:6]2[CH:11]=[CH:10][C:9]([Cl:12])=[CH:8][CH:7]=2)=[O:5])[CH2:23][CH2:22]1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 693814-MethylpiperidineHCID 875720(2-Chloro-5-nitro-phenyl)-(4-chloro-phenyl)-methanone

Product 1

HCID 131055022-(4-Methyl-1-piperidinyl)-5-nitro-4'-chlorobenzophenoneYield 71.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 0.07 mole (20.7 g) of 2,4'-dichloro-5-nitrobenzophenone, 0.1 mole (11.4 ml) of 4-methyl-piperidine and 10 g of K2CO3 in 100 ml of anhydrous ethanol is heated for 3 hours to reflux. After cooling of the reaction medium, the resulting precipitate is filtered, washed in water, dried then re-crystallized in ethanol. 18 g (yield: 71.7%) of the expected product are thus obtained. M.P. 136° C.

Workup

  1. temperatureis heated for 3 hours
  2. temperatureto reflux
  3. temperatureAfter cooling of the reaction medium
  4. filtrationthe resulting precipitate is filtered
  5. washwashed in water
  6. customdried
  7. customthen re-crystallized in ethanol

Sources & evidence

ORD record
ord-3015d8c783bd48138499226ae339aa4f
Source dataset
uspto-grants-1987_07
Patent number
US04680402

Linked notes

Loading…