4-hydroxy-1-[4-(2-nitrophenoxy)-2(E)-butenyl]piperidine → 4-di(3-thienyl)methoxy-1-[4-(2-nitrophenoxy)-2(Z)-butenyl]piperidine

HRID 1612858Notes

Reaction equation

HRID 1612858 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]/[CH:21]=[CH:22]\[CH2:23][O:24][C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=2[N+:31]([O-:33])=[O:32])[CH2:16][CH2:15]1.OC1CCN(C/C=C/COC2C=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]/[CH:21]=[CH:22]\[CH2:23][O:24][C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=3[N+:31]([O-:33])=[O:32])[CH2:18][CH2:19]2)=[CH:2]1

Participants

4

Reactant 3

HCID 197767194-hydroxy-1-[4-(2-nitrophenoxy)-2(E)-butenyl]piperidineHCID 19776723Di(3-thienyl)methyl chlorideHCID 678783434-hydroxy-1-[4-(2-nitrophenoxy)-2(Z)-butenyl]piperidine

Product 1

HCID 678783444-di(3-thienyl)methoxy-1-[4-(2-nitrophenoxy)-2(Z)-butenyl]piperidine

Procedure

The procedure of Example 39 (a) was repeated except for using di(3-thienyl)methyl chloride and 4-hydroxy-1-[4-(2-nitrophenoxy)-2(Z)-butenyl]piperidine instead of phenyl-2-thienylmethyl chloride and 4-hydroxy-1-[4-(2-nitrophenoxy)-2(E)-butenyl]piperidine to give oily 4-di(3-thienyl)methoxy-1-[4-(2-nitrophenoxy)-2(Z)-butenyl]piperidine.

Sources & evidence

ORD record
ord-bc8a8ea2f92d4e84943b0a2bf49975ee
Source dataset
uspto-grants-1993_03
Patent number
US05190959

Reaction notes

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