3-(4-Fluorobenzoyl)propyl chloride → 4-[4-(1-Naphthoyl)-1-piperidyl]-1-(4-fluorophenyl)-1-butanone hydrochloride

HRID 1389873Notes

Reaction equation

HRID 1389873 reaction equation
[Cl:1][CH2:2][CH2:3][CH2:4][C:5]([C:7]1[CH:12]=[CH:11][C:10]([F:13])=[CH:9][CH:8]=1)=[O:6].ClCCCC(C1C=CC=CC=1)=O.Cl.[NH:27]1[CH2:32][CH2:31][CH:30]([C:33]([C:35]2[C:44]3[C:39](=[CH:40][CH:41]=[CH:42][CH:43]=3)[CH:38]=[CH:37][CH:36]=2)=[O:34])[CH2:29][CH2:28]1.Cl.N1CCC(C(C2C=CC3C(=CC=CC=3)C=2)=O)CC1>>[ClH:1].[C:35]1([C:33]([CH:30]2[CH2:31][CH2:32][N:27]([CH2:2][CH2:3][CH2:4][C:5]([C:7]3[CH:12]=[CH:11][C:10]([F:13])=[CH:9][CH:8]=3)=[O:6])[CH2:28][CH2:29]2)=[O:34])[C:44]2[C:39](=[CH:40][CH:41]=[CH:42][CH:43]=2)[CH:38]=[CH:37][CH:36]=1

Participants

5

Reactant 4

HCID 197503-(4-Fluorobenzoyl)propyl chlorideHCID 2535334-ChlorobutyrophenoneHCID 202955361-Naphthyl 4-piperidyl ketone hydrochlorideHCID 202955472-Naphthyl 4-piperidyl ketone hydrochloride

Product 1

HCID 202955514-[4-(1-Naphthoyl)-1-piperidyl]-1-(4-fluorophenyl)-1-butanone hydrochloride

Procedure

When in the procedure of Example 19, 4-chloro-1-(4-fluorophenyl)-1-butanone is substituted for 4-chloro-1-phenyl-1-butanone and 1-naphthyl 4-piperidyl ketone hydrochloride is substituted for 2-naphthyl 4-piperidyl ketone hydrochloride, 4-[4-(1-naphthoyl)-1-piperidyl]-1-(4-fluorophenyl)-1-butanone hydrochloride is produced. M.P. 239°-41°.

Sources & evidence

ORD record
ord-d6e490c97602450099a8464385dc4e98
Source dataset
uspto-grants-1981_01
Patent number
US04246268

Reaction notes

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