3-(4-Fluorobenzoyl)propyl chloride → alpha-(4-Fluorophenyl)-4-[(6-chloro-2-naphthyl)hydroxymethyl]-1-piperidinebutanol

HRID 1389879Notes

Reaction equation

HRID 1389879 reaction equation
Cl.[Cl:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[CH:9]=[C:8]([CH:13]([CH:15]1[CH2:20][CH2:19][NH:18][CH2:17][CH2:16]1)[OH:14])[CH:7]=[CH:6]2.N1CCC(C(C2C=CC3C(=CC=C(Cl)C=3)C=2)=O)CC1.Cl[CH2:41][CH2:42][CH2:43][CH:44]([C:46]1[CH:51]=[CH:50][C:49]([F:52])=[CH:48][CH:47]=1)[OH:45].ClCCCC(C1C=CC(F)=CC=1)=O>>[F:52][C:49]1[CH:48]=[CH:47][C:46]([CH:44]([OH:45])[CH2:43][CH2:42][CH2:41][N:18]2[CH2:19][CH2:20][CH:15]([CH:13]([C:8]3[CH:7]=[CH:6][C:5]4[C:10](=[CH:11][CH:12]=[C:3]([Cl:2])[CH:4]=4)[CH:9]=3)[OH:14])[CH2:16][CH2:17]2)=[CH:51][CH:50]=1

Participants

5

Reactant 4

HCID 197503-(4-Fluorobenzoyl)propyl chlorideHCID 103540alpha-(3-Chloropropyl)-4-fluorobenzenemethanolHCID 20295621alpha-(6-Chloro-2-naphthyl)-4-piperidinemethanol hydrochlorideHCID 543200266-Chloro-2-naphthyl 4-piperidyl ketone

Product 1

HCID 20295539alpha-(4-Fluorophenyl)-4-[(6-chloro-2-naphthyl)hydroxymethyl]-1-piperidinebutanol

Procedure

When in the procedure of Example 25, α-(6-chloro-2-naphthyl)-4-piperidinemethanol hydrochloride is substituted for 6-chloro-2-naphthyl 4-piperidyl ketone and 4-chloro-1-(4-fluorophenyl)butanol substituted for 4-chloro-1-(4-fluorophenyl)-1-butanone, α-(4-fluorophenyl)-4-[(6-chloro-2-naphthyl)hydroxymethyl]-1-piperidinebutanol is produced.

Sources & evidence

ORD record
ord-6d7f03928ce248f792c70d25e6feab49
Source dataset
uspto-grants-1981_01
Patent number
US04246268

Reaction notes

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