Acetic Anhydride → HCID 20792515, compound

HRID 900407Notes

Reaction equation

HRID 900407 reaction equation
[CH2:1]([O:4][CH:5]1[CH2:10][C:9]([CH3:12])([CH3:11])[NH+:8]([O-:13])[C:7]([CH3:15])([CH3:14])[CH2:6]1)[CH2:2][CH3:3].[C:16](OC(=O)C)(=[O:18])[CH3:17]>[Pt]>[C:16]([O:13][N:8]1[C:7]([CH3:14])([CH3:15])[CH2:6][CH:5]([O:4][CH2:1][CH2:2][CH3:3])[CH2:10][C:9]1([CH3:12])[CH3:11])(=[O:18])[CH3:17]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 86605514HCID 86605514, compound

Product 1

HCID 20792515HCID 20792515, compound

Reagents, catalysts & solvents 1

HCID 23939PlatinumCatalyst

Procedure

A mixture of 21.4 g (0.1 mol) of 4-propoxy-2,2,6,6-tetramethylpiperidine N-oxide (for preparation, see DE-A-4 219 459) and 11 g (0.108 mol) of acetic anhydride is hydrogenated to saturation at 4 bar over 0.15 g of platinum (10% on carbon). The catalyst is filtered off and the filtrate is diluted with 50 ml of t-butyl methyl ether, washed with cold 12% NaOH solution, 5% HCl and finally water, dried over MgSO4 and freed of the solvent on a rotary evaporator. This gives 18.1 g (70%) of the compound 112 which is in the form of a colourless oil.

Workup

  1. filtrationThe catalyst is filtered off
  2. additionthe filtrate is diluted with 50 ml of t-butyl methyl ether
  3. washwashed with cold 12% NaOH solution, 5% HCl and finally water
  4. dry with materialdried over MgSO4
  5. customfreed of the solvent on a rotary evaporator

Sources & evidence

ORD record
ord-fd0462fa67684339b5ac57ec40c43e79
Source dataset
uspto-grants-2008_04
Patent number
US07358365B2

Reaction notes

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