3,4'-Dichloropropiophenone → 3-[4-(4-Bromo-1-naphthoyl)-1-piperidyl]-1-(4-chlorophenyl)-1-propanone hydrochloride

HRID 1389874Notes

Reaction equation

HRID 1389874 reaction equation
Cl.[NH:2]1[CH2:7][CH2:6][CH:5]([C:8]([C:10]2[C:19]3[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=3)[C:13]([Br:20])=[CH:12][CH:11]=2)=[O:9])[CH2:4][CH2:3]1.Cl.N1CCC(C(C2C=CC3C(=CC=CC=3)C=2)=O)CC1.[Cl:40][CH2:41][CH2:42][C:43]([C:45]1[CH:50]=[CH:49][C:48]([Cl:51])=[CH:47][CH:46]=1)=[O:44].ClCCCC(C1C=CC=CC=1)=O>>[ClH:40].[Br:20][C:13]1[C:14]2[C:19](=[CH:18][CH:17]=[CH:16][CH:15]=2)[C:10]([C:8]([CH:5]2[CH2:6][CH2:7][N:2]([CH2:41][CH2:42][C:43]([C:45]3[CH:46]=[CH:47][C:48]([Cl:51])=[CH:49][CH:50]=3)=[O:44])[CH2:3][CH2:4]2)=[O:9])=[CH:11][CH:12]=1

Participants

5

Reactant 4

HCID 775503,4'-DichloropropiophenoneHCID 2535334-ChlorobutyrophenoneHCID 202955472-Naphthyl 4-piperidyl ketone hydrochlorideHCID 867374514-Bromo-1-naphthyl 4-piperidyl ketone hydrochloride

Product 1

HCID 202955753-[4-(4-Bromo-1-naphthoyl)-1-piperidyl]-1-(4-chlorophenyl)-1-propanone hydrochloride

Procedure

When in the procedure of Example 19, 4-bromo-1-naphthyl 4-piperidyl ketone hydrochloride is substituted for 2-naphthyl 4-piperidyl ketone hydrochloride and 3-chloro-1-(4-chlorophenyl)-1-propanone substituted for 4-chloro-1-phenyl-1-butanone, 3-[4-(4-bromo-1-naphthoyl)-1-piperidyl]-1-(4-chlorophenyl)-1-propanone hydrochloride is produced.

Sources & evidence

ORD record
ord-c0eada3e546147aebd5556d648e51b98
Source dataset
uspto-grants-1981_01
Patent number
US04246268

Reaction notes

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