Citric Acid → HCID 22182978, compound

HRID 1279147Notes

Reaction equation

HRID 1279147 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].[C:13]([OH:25])(=[O:24])[CH2:14][C:15]([CH2:20][C:21]([OH:23])=[O:22])([C:17]([OH:19])=[O:18])[OH:16]>O>[C:13]([O-:25])(=[O:24])[CH2:14][C:15]([CH2:20][C:21]([O-:23])=[O:22])([C:17]([O-:19])=[O:18])[OH:16].[OH:1][NH+:2]1[C:7]([CH3:8])([CH3:9])[CH2:6][CH:5]([OH:10])[CH2:4][C:3]1([CH3:12])[CH3:11].[OH:1][NH+:2]1[C:7]([CH3:8])([CH3:9])[CH2:6][CH:5]([OH:10])[CH2:4][C:3]1([CH3:12])[CH3:11].[OH:1][NH+:2]1[C:7]([CH3:8])([CH3:9])[CH2:6][CH:5]([OH:10])[CH2:4][C:3]1([CH3:12])[CH3:11]

Participants

4

Reactant 2

HCID 311Citric AcidHCID 53951,4-Dihydroxy-2,2,6,6-tetramethylpiperidine

Product 1

HCID 22182978HCID 22182978, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a glass 0.5L reaction bottle are added 20.0 g (116 mmol) of 1-oxyl-2,2,6,6-tetramethyl-4-hydroxypiperidine, 22.2 g (116 mmol) citric acid, 200 mg 5% Pt on C and 100 mL water. Catalytic hydrogenation is carried out at 50 psi for 30 minutes at room temperature. Catalyst is removed by filtration through a pad of Celite. The aqueous salt solution has a pH of 3.30. Removal of water yields the product as a hygroscopic glassy solid.

Workup

  1. customCatalyst is removed by filtration through a pad of Celite
  2. customRemoval of water

Sources & evidence

ORD record
ord-d38585b8cbe747b1bd4d1103cdf12ca4
Source dataset
uspto-grants-2002_09
Patent number
US06447644B1

Reaction notes

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