Acetic Anhydride → N-(2,2,6,6-Tetramethyl-4-piperidinyl)acetamide

HRID 2224663Notes

Reaction equation

HRID 2224663 reaction equation
C(O[C:5](=[O:7])[CH3:6])(=O)C.[NH2:8][CH:9]1[CH2:14][C:13]([CH3:16])([CH3:15])[NH:12][C:11]([CH3:18])([CH3:17])[CH2:10]1>CCOCC>[C:5]([NH:8][CH:9]1[CH2:10][C:11]([CH3:18])([CH3:17])[NH:12][C:13]([CH3:16])([CH3:15])[CH2:14]1)(=[O:7])[CH3:6]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 375244-Amino-2,2,6,6-tetramethylpiperidine

Product 1

HCID 100241N-(2,2,6,6-Tetramethyl-4-piperidinyl)acetamide

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Acetic anhydride (70 g, 0.686 mol) was added dropwis to an ice cooled solution of 4-Amino-2,2,6,6-Tetramethyl-piperidin (34.6 g. 0.221 mol) in ether (100 ml). After the addition was complete (about 1 h), the reaction mixture was stirred for 30 minutes at room temperature. The precipitated white product, 4-acetylamino-2,2,6,6-Tetramethyl-piperidin (55.6 g, 98%) was filtered off and washed with ether and air dried. m.p. 175° C. subl.

Workup

  1. additionAfter the addition
  2. custom(about 1 h)
  3. filtrationThe precipitated white product, 4-acetylamino-2,2,6,6-Tetramethyl-piperidin (55.6 g, 98%) was filtered off
  4. washwashed with ether and air
  5. customdried

Sources & evidence

ORD record
ord-b8b0a2737b744c92a026e8aa99216c39
Source dataset
uspto-grants-2008_05
Patent number
US07378438B2

Reaction notes

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