4-Hydroxy-1-[3-(4-methyl-2-nitrophenoxy)propyl]piperidine → 4-Di(3-thienyl)methoxy-1-[3-(4-methyl-2-nitrophenoxy)propyl]piperidine

HRID 1612861Notes

Reaction equation

HRID 1612861 reaction equation
[S:1]1[CH:5]=[CH:4][C:3]([CH:6](Cl)[C:7]2[CH:11]=[CH:10][S:9][CH:8]=2)=[CH:2]1.[OH:13][CH:14]1[CH2:19][CH2:18][N:17]([CH2:20][CH2:21][CH2:22][O:23][C:24]2[CH:29]=[CH:28][C:27]([CH3:30])=[CH:26][C:25]=2[N+:31]([O-:33])=[O:32])[CH2:16][CH2:15]1.OC1CCN(CCCOC2C=CC=CC=2[N+]([O-])=O)CC1>>[S:1]1[CH:5]=[CH:4][C:3]([CH:6]([C:7]2[CH:11]=[CH:10][S:9][CH:8]=2)[O:13][CH:14]2[CH2:15][CH2:16][N:17]([CH2:20][CH2:21][CH2:22][O:23][C:24]3[CH:29]=[CH:28][C:27]([CH3:30])=[CH:26][C:25]=3[N+:31]([O-:33])=[O:32])[CH2:18][CH2:19]2)=[CH:2]1

Participants

4

Reactant 3

HCID 197766934-Hydroxy-1-[3-(4-methyl-2-nitrophenoxy)propyl]piperidineHCID 19776723Di(3-thienyl)methyl chlorideHCID 197767934-Hydroxy-1-[3-(2-nitrophenoxy)propyl]piperidine

Product 1

HCID 197768314-Di(3-thienyl)methoxy-1-[3-(4-methyl-2-nitrophenoxy)propyl]piperidine

Procedure

The procedure of Example 36 (a) was repeated except for using di(3-thienyl)methyl chloride and 4-hydroxy-1-[3-(4-methyl-2-nitrophenoxy)propyl]piperidine instead of phenyl-2-thienylmethyl chloride and 4-hydroxy-1-[3-(2-nitrophenoxy)propyl]piperidine to give oily 4-di(3-thienyl)methoxy-1-[3-(4-methyl-2-nitrophenoxy)propyl]piperidine.

Sources & evidence

ORD record
ord-d2ba0fb59a6540898ff32db8fd9dc5ee
Source dataset
uspto-grants-1993_03
Patent number
US05190959

Reaction notes

Loading…