Calcium Carbonate → [2-(4-Ethyl-4-methyl-1-piperidinyl)-5-nitrophenyl]-(4-chlorophenyl)methanone

HRID 2118818Notes

Reaction equation

HRID 2118818 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].[CH2:20]([C:22]1([CH3:28])[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]1)[CH3:21].C(=O)([O-])[O-].[Ca+2]>CN(C)C(=O)C>[CH2:20]([C:22]1([CH3:28])[CH2:27][CH2:26][N:25]([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])[CH2:24][CH2:23]1)[CH3:21]

Participants

5

Reactant 3

HCID 10112Calcium CarbonateHCID 875720(2-Chloro-5-nitro-phenyl)-(4-chloro-phenyl)-methanoneHCID 177508824-Ethyl-4-methylpiperidine

Product 1

HCID 20193532[2-(4-Ethyl-4-methyl-1-piperidinyl)-5-nitrophenyl]-(4-chlorophenyl)methanoneYield 57.4%

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent

Procedure

Proceeding as indicated in example 2 with 0.0734 mole (21.7 g) of 2,4'-dichloro-5-nitro-benzophenone, 0.11 mole (18 g) of 4-ethyl4-methylpiperidine and 0.22 mole (30.4 g) of calcium carbonate in 100 cm3 of N,N-dimethyl acetamide, 16.3 g (Yield: 57%) of the expected product are obtained after re-crystallization in isopropyl ether. M.P.: 105° C.

Sources & evidence

ORD record
ord-bb256a145e794c6b814662c1745aa4ac
Source dataset
uspto-grants-1987_07
Patent number
US04680402

Reaction notes

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