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

HRID 1356920Notes

Reaction equation

HRID 1356920 reaction equation
[CH2:1]([SnH](CCCC)CCCC)[CH2:2][CH2:3]C.Br[CH2:15][CH:16]([OH:18])[CH3:17].[OH:19][N:20]1[C:25]([CH3:27])([CH3:26])[CH2:24][CH:23]([O:28][C:29](=[O:52])[CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][C:38]([O:40][CH:41]2[CH2:46][C:45]([CH3:48])([CH3:47])[N:44]([OH:49])[C:43]([CH3:51])([CH3:50])[CH2:42]2)=[O:39])[CH2:22][C:21]1([CH3:54])[CH3:53].CCCCCCC.CCCCCCC.C(OCC)(=[O:71])C>ClC1C=CC=CC=1>[OH:18][CH:16]([CH3:17])[CH2:15][O:49][N:44]1[C:43]([CH3:51])([CH3:50])[CH2:42][CH:41]([O:40][C:38](=[O:39])[CH2:37][CH2:36][CH2:35][CH2:34][CH2:33][CH2:32][CH2:31][CH2:30][C:29]([O:28][CH:23]2[CH2:24][C:25]([CH3:27])([CH3:26])[N:20]([O:19][CH2:1][CH:2]([OH:71])[CH3:3])[C:21]([CH3:54])([CH3:53])[CH2:22]2)=[O:52])[CH2:46][C:45]1([CH3:48])[CH3:47]

Participants

7

Reactant 5

HCID 5948TributylstannaneHCID 8900HeptaneHCID 297401-Bromo-2-propanolHCID 11272241Bis(1-hydroxy-2,2,6,6-tetramethyl-4-piperidinyl)decandioateHCID 21899848Ethylacetate heptane

Product 1

HCID 22507677Bis[1-(2-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 1-bromo-2-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-a03c55a7865547ea8fd5bb4a58f43e95
Source dataset
uspto-grants-2003_07
Patent number
US06586507B2

Reaction notes

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