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

HRID 325962Notes

Reaction equation

HRID 325962 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.[C:27]1([O:37][CH:38]2[CH2:43][CH2:42][NH:41][CH2:40][CH2:39]2)[C:36]2[C:31](=[CH:32][CH:33]=[CH:34][CH:35]=2)[CH:30]=[CH:29][CH:28]=1.Cl.C1C2C(=CC=CC=2)C=CC=1OC1CCNCC1>>[ClH:1].[C:27]1([O:37][CH:38]2[CH2:43][CH2:42][N:41]([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])[CH2:40][CH2:39]2)[C:36]2[C:31](=[CH:32][CH:33]=[CH:34][CH:35]=2)[CH:30]=[CH:29][CH:28]=1

Participants

5

Reactant 4

HCID 197503-(4-Fluorobenzoyl)propyl chlorideHCID 2535334-ChlorobutyrophenoneHCID 184233502-Naphthyl 4-Piperidinyl Ether HydrochlorideHCID 204632391-Naphthyl 4-piperidinyl ether hydrochloride

Product 1

HCID 204632334-[4-(1-Naphthalenyloxy)-1-piperidyl]-1-(4-fluorophenyl)-1-butanone hydrochloride

Procedure

When in the procedure of Example 13, 4-chloro-1-(4-fluorophenyl)-1-butanone is substituted for 4-chloro-1-phenyl-1-butanone and 4-(1-naphthalenyloxy)piperidine hydrochloride is substituted for 4-(2-naphthalenyloxy)piperidine hydrochloride, 4-[4-(1-naphthalenyloxy)-1-piperidyl]-1-(4-fluorophenyl)-1-butanone hydrochloride is produced. M.P. 220°-222.5° C.

Sources & evidence

ORD record
ord-1ef3b6bbe8e549338cd2279f8d23a8e3
Source dataset
uspto-grants-1984_04
Patent number
US04443462

Reaction notes

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