Tributylstannane → Bis[1-(2-hydroxyethoxy)-2,2,6,6-tetramethylpiperidin-4-yl]Sebacate

HRID 989538Notes

Reaction equation

HRID 989538 reaction equation
C([SnH](CCCC)CCCC)CCC.I[CH2:15][CH2:16][OH:17].[OH:18][N:19]1[C:24]([CH3:26])([CH3:25])[CH2:23][CH:22]([O:27][C:28](=[O:51])[CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][C:37]([O:39][CH:40]2[CH2:45][C:44]([CH3:47])([CH3:46])[N:43]([OH:48])[C:42]([CH3:50])([CH3:49])[CH2:41]2)=[O:38])[CH2:21][C:20]1([CH3:53])[CH3:52].CCCCCCC.CCCCCCC.[C:68](OCC)(=[O:70])[CH3:69]>ClC1C=CC=CC=1>[OH:17][CH2:16][CH2:15][O:48][N:43]1[C:42]([CH3:50])([CH3:49])[CH2:41][CH:40]([O:39][C:37](=[O:38])[CH2:36][CH2:35][CH2:34][CH2:33][CH2:32][CH2:31][CH2:30][CH2:29][C:28]([O:27][CH:22]2[CH2:23][C:24]([CH3:26])([CH3:25])[N:19]([O:18][CH2:69][CH2:68][OH:70])[C:20]([CH3:53])([CH3:52])[CH2:21]2)=[O:51])[CH2:45][C:44]1([CH3:47])[CH3:46]

Participants

7

Reactant 5

HCID 5948TributylstannaneHCID 8900HeptaneHCID 12225IodoethanolHCID 11272241Bis(1-hydroxy-2,2,6,6-tetramethyl-4-piperidinyl)decandioateHCID 21899848Ethylacetate heptane

Product 1

HCID 22507665Bis[1-(2-hydroxyethoxy)-2,2,6,6-tetramethylpiperidin-4-yl]Sebacate

Reagents, catalysts & solvents 1

HCID 7964ChlorobenzeneSolvent

Procedure

Tributyltin hydride is added dropwise to a solution of 2-iodoethanol and excess bis(1-oxyl-2,2,6,6-tetramethylpiperidin-4-yl)sebacate in chlorobenzene. The crude reaction mixture is passed through silica gel with heptane and then heptane/ethyl acetate to afford the title compound.

Workup

  1. customThe crude reaction mixture

Sources & evidence

ORD record
ord-8e966205c84e477684e104bca8ea21dc
Source dataset
uspto-grants-2003_10
Patent number
US06638997B2

Reaction notes

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