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

HRID 844909Notes

Reaction equation

HRID 844909 reaction equation
C([SnH](CCCC)CCCC)CCC.I[CH2:15][CH2:16][OH:17].[C:18]([O:42][CH:43]1[CH2:48][C:47]([CH3:50])([CH3:49])[N:46]([OH:51])[C:45]([CH3:53])([CH3:52])[CH2:44]1)(=[O:41])[CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][C:27]([O:29][CH:30]1[CH2:35][C:34]([CH3:37])([CH3:36])[N:33]([OH:38])[C:32]([CH3:40])([CH3:39])[CH2:31]1)=[O:28].CCCCCCC.CCCCCCC.[C:68](OCC)(=[O:70])[CH3:69]>ClC1C=CC=CC=1>[OH:17][CH2:16][CH2:15][O:38][N:33]1[C:32]([CH3:39])([CH3:40])[CH2:31][CH:30]([O:29][C:27](=[O:28])[CH2:26][CH2:25][CH2:24][CH2:23][CH2:22][CH2:21][CH2:20][CH2:19][C:18]([O:42][CH:43]2[CH2:44][C:45]([CH3:53])([CH3:52])[N:46]([O:51][CH2:69][CH2:68][OH:70])[C:47]([CH3:50])([CH3:49])[CH2:48]2)=[O:41])[CH2:35][C:34]1([CH3:36])[CH3:37]

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-d277e1cfdb034ce099522804068642e6
Source dataset
uspto-grants-2002_04
Patent number
US06380389B2

Reaction notes

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