Azacyclonol → 4'-tert-Butyl-4-(4-(hydroxybenzhydryl)piperidino)butyrophenone

HRID 2226249Notes

Reaction equation

HRID 2226249 reaction equation
[CH:1]1[CH:2]=[CH:3][C:4]([C:7]([OH:20])([CH:14]2[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]2)[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=2)=[CH:5][CH:6]=1.Cl[CH2:22][CH2:23][CH2:24][C:25]([C:27]1[CH:32]=[CH:31][C:30]([C:33]([CH3:36])([CH3:35])[CH3:34])=[CH:29][CH:28]=1)=[O:26]>>[CH3:36][C:33]([C:30]1[CH:31]=[CH:32][C:27]([C:25]([CH2:24][CH2:23][CH2:22][N:17]2[CH2:16][CH2:15][CH:14]([C:7]([OH:20])([C:8]3[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=3)[C:4]3[CH:3]=[CH:2][CH:1]=[CH:6][CH:5]=3)[CH2:19][CH2:18]2)=[O:26])=[CH:28][CH:29]=1)([CH3:34])[CH3:35]

Participants

3

Reactant 2

HCID 15723AzacyclonolHCID 27236944'-tert-Butyl-4-chlorobutyrophenone

Product 1

HCID 393804'-tert-Butyl-4-(4-(hydroxybenzhydryl)piperidino)butyrophenone

Procedure

reacting azacyclonol with 4 -chloro-1-[4-(1,1-dimethylethyl)phenyl]-1-butanone to yield terfenadone free-base;

Sources & evidence

ORD record
ord-d247b3c16c41478aa93105ae3f464e35
Source dataset
uspto-grants-1994_09
Patent number
US05347006

Reaction notes

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