Tributylstannane → Bis[1-(3-hydroxypropoxy)-2,2,6,6-tetramethylpiperidin-4-yl]Sebacate

HRID 985884Notes

Reaction equation

HRID 985884 reaction equation
C([SnH](C[CH2:11][CH2:12][CH3:13])CCCC)CCC.Br[CH2:15][CH2:16][CH2:17][OH:18].[C:19]([O:43][CH:44]1[CH2:49][C:48]([CH3:51])([CH3:50])[N:47]([OH:52])[C:46]([CH3:54])([CH3:53])[CH2:45]1)(=[O:42])[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][C:28]([O:30][CH:31]1[CH2:36][C:35]([CH3:38])([CH3:37])[N:34]([OH:39])[C:33]([CH3:41])([CH3:40])[CH2:32]1)=[O:29].CCCCCCC.CCCCCCC.C(OCC)(=[O:71])C>ClC1C=CC=CC=1>[C:19]([O:43][CH:44]1[CH2:45][C:46]([CH3:54])([CH3:53])[N:47]([O:52][CH2:13][CH2:12][CH2:11][OH:71])[C:48]([CH3:51])([CH3:50])[CH2:49]1)(=[O:42])[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][C:28]([O:30][CH:31]1[CH2:32][C:33]([CH3:40])([CH3:41])[N:34]([O:39][CH2:15][CH2:16][CH2:17][OH:18])[C:35]([CH3:37])([CH3:38])[CH2:36]1)=[O:29]

Participants

7

Reactant 5

HCID 5948TributylstannaneHCID 8900HeptaneHCID 123083-Bromo-1-propanolHCID 11272241Bis(1-hydroxy-2,2,6,6-tetramethyl-4-piperidinyl)decandioateHCID 21899848Ethylacetate heptane

Product 1

HCID 22507641Bis[1-(3-hydroxypropoxy)-2,2,6,6-tetramethylpiperidin-4-yl]Sebacate

Reagents, catalysts & solvents 1

HCID 7964ChlorobenzeneSolvent

Procedure

Tributyltin hydride is added dropwise to a solution of 3-bromo-1-propanol and excess bis(1-oxyl-2,2,6,6-tetramethylpiperidin-4-yl) sebacate in chlorobenzene. The mixture is heated to facilitate reaction. The crude reaction mixture is passed through silica gel with heptane and then heptane/ethyl acetate to afford the title compound.

Workup

  1. temperatureThe mixture is heated
  2. customreaction
  3. customThe crude reaction mixture

Sources & evidence

ORD record
ord-b103ff6f98d54ab6b36d4c439116c331
Source dataset
uspto-grants-2005_03
Patent number
US06872832B2

Reaction notes

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