4-Piperidinol, 1,2,2,6,6-pentamethyl- → 1,2,2,6,6-Pentamethyl-4-piperidyl tetradecyl carbonate

HRID 1439959Notes

Reaction equation

HRID 1439959 reaction equation
[C:1](Cl)(=[O:17])[O:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16].[Na].[CH3:20][N:21]1[C:26]([CH3:28])([CH3:27])[CH2:25][CH:24]([OH:29])[CH2:23][C:22]1([CH3:31])[CH3:30]>C1(C)C=CC=CC=1>[C:1](=[O:17])([O:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16])[O:29][CH:24]1[CH2:23][C:22]([CH3:30])([CH3:31])[N:21]([CH3:20])[C:26]([CH3:28])([CH3:27])[CH2:25]1

Participants

5

Reactant 3

HCID 754724-Piperidinol, 1,2,2,6,6-pentamethyl-HCID 92493Tetradecyl chloroformateHCID 5360545Sodium

Product 1

HCID 152175691,2,2,6,6-Pentamethyl-4-piperidyl tetradecyl carbonate

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
0 °C

Procedure

27.7 g (0.1 mol) of tetradecyl chlorocarbonate are added slowly to a solution of 19.3 g (0.1 mol) of the sodium salt of 1,2,2,6,6-pentamethyl-4-piperidinol in 150 ml of toluene, maintaining the temperature at 0° C. After the end of the addition, the mixture is stirred for 2 hours at ambient temperature, washed with water, dried over Na2SO4 and evaporated. The residue is distilled in vacuo. The product obtained has a boiling point of 172°-174° C./0.3 mbar and solidifies with melting point 32°-34° C.

Workup

  1. additionAfter the end of the addition
  2. washwashed with water
  3. dry with materialdried over Na2SO4
  4. customevaporated
  5. distillationThe residue is distilled in vacuo
  6. customThe product obtained

Sources & evidence

ORD record
ord-cacd55bfa25441be8db1d7f58bfd6c8c
Source dataset
uspto-grants-1996_03
Patent number
US05496875

Reaction notes

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