Succinic anhydride → HCID 54359904, compound

HRID 1708633Notes

Reaction equation

HRID 1708633 reaction equation
[CH:1]1([O:7][N:8]2[C:13]([CH3:15])([CH3:14])[CH2:12][CH:11]([OH:16])[CH2:10][C:9]2([CH3:18])[CH3:17])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[C:19]1(=[O:25])[O:24][C:22](=[O:23])[CH2:21][CH2:20]1>C1(C)C=CC=CC=1>[C:19]([O:16][CH:11]1[CH2:10][C:9]([CH3:18])([CH3:17])[N:8]([O:7][CH:1]2[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]2)[C:13]([CH3:14])([CH3:15])[CH2:12]1)(=[O:25])[CH2:20][CH2:21][C:22]([OH:24])=[O:23]

Participants

4

Reactant 2

HCID 7922Succinic anhydrideHCID 113228111-Cyclohexyloxy-2,2,6,6-tetramethyl-piperidin-4-ol

Product 1

HCID 54359904HCID 54359904, compoundYield 90.6%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of 12.8 grams (50.0 mmol) of 1-cyclohexyloxy-4-hydroxy-2,2,6,6-tetramethylpiperidine, 5.0 grams (50.0 mmol) of succinic anhydride and 15 ml of toluene is heated at reflux for five minutes. Solvent is evaporated and the residue is dissolved in hexane. Water is added and the resulting precipitate is washed with hexane to afford 16.1 grams (90% yield) of the title compound as the monohydrate as a white solid melting at 56°-60° C.

Workup

  1. temperatureis heated
  2. temperatureat reflux for five minutes
  3. customSolvent is evaporated
  4. dissolutionthe residue is dissolved in hexane
  5. additionWater is added
  6. washthe resulting precipitate is washed with hexane

Sources & evidence

ORD record
ord-143fe1c2a92f42d987dde9cc20324b68
Source dataset
uspto-grants-1994_10
Patent number
US05359069

Reaction notes

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