HCID 20550396, compound → HCID 20550392, compound

HRID 2058544Notes

Reaction equation

HRID 2058544 reaction equation
[CH3:1][C:2]1([CH3:54])[CH2:7][CH:6]([O:8][C:9]([CH2:11][CH2:12][N:13]2[C:20](=[O:21])[N:19]([CH2:22][CH2:23][C:24]([O:26][CH:27]3[CH2:32][C:31]([CH3:34])([CH3:33])[NH:30][C:29]([CH3:36])([CH3:35])[CH2:28]3)=[O:25])[C:17](=[O:18])[N:16]([CH2:37][CH2:38][C:39]([O:41][CH:42]3[CH2:47][C:46]([CH3:49])([CH3:48])[NH:45][C:44]([CH3:51])([CH3:50])[CH2:43]3)=[O:40])[C:14]2=[O:15])=[O:10])[CH2:5][C:4]([CH3:53])([CH3:52])[NH:3]1>C(OC(=O)C)(=O)C.C(OCC)C.C(Cl)Cl>[C:6]([N:3]1[C:2]([CH3:54])([CH3:1])[CH2:7][CH:6]([O:8][C:9]([CH2:11][CH2:12][N:13]2[C:14](=[O:15])[N:16]([CH2:37][CH2:38][C:39]([O:41][CH:42]3[CH2:43][C:44]([CH3:51])([CH3:50])[N:45]([C:9](=[O:10])[CH3:11])[C:46]([CH3:49])([CH3:48])[CH2:47]3)=[O:40])[C:17](=[O:18])[N:19]([CH2:22][CH2:23][C:24]([O:26][CH:27]3[CH2:32][C:31]([CH3:33])([CH3:34])[N:30]([C:24](=[O:25])[CH3:23])[C:29]([CH3:35])([CH3:36])[CH2:28]3)=[O:25])[C:20]2=[O:21])=[O:10])[CH2:5][C:4]1([CH3:53])[CH3:52])(=[O:8])[CH3:5]

Participants

4

Reactant 1

HCID 20550396HCID 20550396, compound

Product 1

HCID 20550392HCID 20550392, compound

Reagents, catalysts & solvents 2

HCID 7918Acetic AnhydrideSolventHCID 21881112Ethyl ether methylene chlorideSolvent

Conditions

Temperature
95 °C

Procedure

12 g of 1,3,5-tris-[2-(2,2,6,6-tetramethyl-piperidin-4-yl-oxycarbonyl)-ethyl]-isocyanuric acid (m.p. 153°-155° C.) were suspended in 120 ml of acetic anhydride, and the suspension was heated at 95° C. for 26 hours. The acetic anhydride was then distilled off as completely as possible, in a water-jet vacuum, from the clear solution formed; the residue was dissolved in 200 ml of diethyl ether/methylene chloride (9:1), the solution was washed twice with water, three times with saturated sodium hydrogen carbonate solution, and finally again twice with water. The organic phase was dried over sodium sulphate, the solvent was distilled off in vacuo, and the residue was recrystallised from diethyl ether/acetonitrile (98:2) to obtain pure 1,3,5-tris-[2-(1-acetyl-2,2,6,6-tetramethyl-piperidin-4-yl-oxycarbonyl)-ethyl]-isocyanuric acid, m.p. 126.5°-128° C.

Workup

  1. distillationThe acetic anhydride was then distilled off as completely as possible, in a water-jet vacuum
  2. customfrom the clear solution formed
  3. washthe solution was washed twice with water, three times with saturated sodium hydrogen carbonate solution
  4. dry with materialThe organic phase was dried over sodium sulphate
  5. distillationthe solvent was distilled off in vacuo
  6. customthe residue was recrystallised from diethyl ether/acetonitrile (98:2)

Sources & evidence

ORD record
ord-c0a9bcfb1525432bb459ff690132ecd5
Source dataset
uspto-grants-1982_03
Patent number
US04317911

Reaction notes

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