Tributylstannane → N-cyclohexyloxy-4-oxo-2,2,6,6-tetramethylpiperidine

HRID 1456842Notes

Reaction equation

HRID 1456842 reaction equation
C([SnH](CCCC)CCCC)CCC.[OH:14][N:15]1[C:20]([CH3:22])([CH3:21])[CH2:19][C:18](=[O:23])[CH2:17][C:16]1([CH3:25])[CH3:24].[CH:26]1(I)[CH2:31][CH2:30][CH2:29][CH2:28][CH2:27]1.CCCCCCC.C(OCC)(=O)C>ClC1C=CC=CC=1>[CH:26]1([O:14][N:15]2[C:20]([CH3:21])([CH3:22])[CH2:19][C:18](=[O:23])[CH2:17][C:16]2([CH3:25])[CH3:24])[CH2:31][CH2:30][CH2:29][CH2:28][CH2:27]1

Participants

6

Reactant 4

HCID 5948TributylstannaneHCID 12289IodocyclohexaneHCID 986421-Hydroxy-2,2,6,6-tetramethyl-4-oxopiperidineHCID 21899848Ethylacetate heptane

Product 1

HCID 22019868N-cyclohexyloxy-4-oxo-2,2,6,6-tetramethylpiperidine

Reagents, catalysts & solvents 1

HCID 7964ChlorobenzeneSolvent

Procedure

Tributyltin hydride is added to a solution of excess 1-oxyl-2,2,6,6-tetramethylpiperidin-4-one and cyclohexyl iodide in chlorobenzene. The mixture is passed through silica gel with heptane/ethyl acetate to obtain 1-cyclohexyloxy-2,2,6,6-tetramethylpiperidin-4-one, which is free of any bis(4-oxo-2,2,6,6-tetramethylpiperidin-1-yloxy)cyclohexane bridged material.

Sources & evidence

ORD record
ord-3137003edf6e42018e20f9dbcc3dac48
Source dataset
uspto-grants-1998_12
Patent number
US05844026

Reaction notes

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