3-(4-Fluorobenzoyl)propyl chloride → alpha-Phenyl-4-[(3-ethoxy-2-naphthyl)methyl]-1-piperidinepropanol

HRID 1389880Notes

Reaction equation

HRID 1389880 reaction equation
[CH2:1]([O:3][C:4]1[C:5]([CH2:14][CH:15]2[CH2:20][CH2:19][NH:18][CH2:17][CH2:16]2)=[CH:6][C:7]2[C:12]([CH:13]=1)=[CH:11][CH:10]=[CH:9][CH:8]=2)[CH3:2].N1CC[CH:24]([C:27]([C:29]2[CH:38]=[CH:37][C:36]3[C:31](=CC=C(Cl)C=3)[CH:30]=2)=[O:28])[CH2:23]C1.BrCCC(C1C=CC=CC=1)O.ClCCCC(C1C=CC(F)=CC=1)=O>>[C:29]1([CH:27]([OH:28])[CH2:24][CH2:23][N:18]2[CH2:19][CH2:20][CH:15]([CH2:14][C:5]3[C:4]([O:3][CH2:1][CH3:2])=[CH:13][C:12]4[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=4)[CH:6]=3)[CH2:16][CH2:17]2)[CH:38]=[CH:37][CH:36]=[CH:31][CH:30]=1

Participants

5

Reactant 4

HCID 197503-(4-Fluorobenzoyl)propyl chlorideHCID 135612983-Bromo-1-phenylpropan-1-OLHCID 202955974-[(3-Ethoxy-2-naphthyl)methyl]piperidineHCID 543200266-Chloro-2-naphthyl 4-piperidyl ketone

Product 1

HCID 20295581alpha-Phenyl-4-[(3-ethoxy-2-naphthyl)methyl]-1-piperidinepropanol

Procedure

When in the procedure of Example 25, 4-[(3-ethoxy-2-naphthyl)methyl]piperidine is substituted for 6-chloro-2-naphthyl 4-piperidyl ketone and 3-bromo-1-phenylpropanol substituted for 4-chloro-1-(4-fluorophenyl)-1-butanone, α-phenyl-4-[(3-ethoxy-2-naphthyl)methyl]-1-piperidinepropanol is obtained.

Sources & evidence

ORD record
ord-aad2b903c1e94e87a7f93cbe819daaf4
Source dataset
uspto-grants-1981_01
Patent number
US04246268

Reaction notes

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