1,4-Dihydroxy-2,2,6,6-tetramethylpiperidine → HCID 12068227, compound

HRID 322798Notes

Reaction equation

HRID 322798 reaction equation
[OH:1][N:2]1[C:7]([CH3:9])([CH3:8])[CH2:6][CH:5]([OH:10])[CH2:4][C:3]1([CH3:12])[CH3:11].[CH2:13]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[CH3:14]>>[C:15]1([CH:13]([O:1][N:2]2[C:7]([CH3:8])([CH3:9])[CH2:6][CH:5]([OH:10])[CH2:4][C:3]2([CH3:12])[CH3:11])[CH3:14])[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

Participants

3

Reactant 2

HCID 53951,4-Dihydroxy-2,2,6,6-tetramethylpiperidineHCID 7500Ethylbenzene

Product 1

HCID 12068227HCID 12068227, compoundYield 45.3%

Conditions

Temperature
133 °C

Procedure

A mixture of 17.23 g (0.10 mol) of 1-oxyl-4-hydroxy-2,2,6,6-tetramethylpiperidine and 106.17 g (1.0 mol) of ethylbenzene under a nitrogen atmosphere is heated at 133° C. for 26 hours. The volatiles are removed in vacuo and the residue is triturated with diethyl ether. The precipitate of 1,4-dihydroxy-2,2,6,6-tetramethylpiperidine is collected by filtration to give 12.57 g of an off-white solid.

Workup

  1. customThe volatiles are removed in vacuo
  2. customthe residue is triturated with diethyl ether
  3. filtrationThe precipitate of 1,4-dihydroxy-2,2,6,6-tetramethylpiperidine is collected by filtration

Sources & evidence

ORD record
ord-8dabaee6ed8e4dd89368342bb40ea297
Source dataset
uspto-grants-2001_04
Patent number
US06211378B1

Reaction notes

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