Acetic Anhydride → HCID 14543793, compound

HRID 484032Notes

Reaction equation

HRID 484032 reaction equation
[CH3:1][C:2]1([CH3:11])[CH:5]([O:6][C:7](=[O:9])[CH3:8])[NH:4][C:3]1=[O:10].[C:12](OC(=O)C)(=[O:14])[CH3:13]>N1C=CC=CC=1>[C:12]([N:4]1[CH:5]([O:6][C:7](=[O:9])[CH3:8])[C:2]([CH3:11])([CH3:1])[C:3]1=[O:10])(=[O:14])[CH3:13]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 10464564HCID 10464564, compound

Product 1

HCID 14543793HCID 14543793, compoundYield 82%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A mixture of 283.3 mg (1.8 mM) 3,3-dimethyl-4-acetoxyazetidin-2-one, 2 ml pyridine and 2 ml acetic anhydride was heated to 100° in a sealed tube for 36 hours. The reaction mixture was concentrated in vacuo and the residue chromatographed on silica gel in hexane/ethyl acetate to yield 295 mg (82%) of 1-acetyl-3,3-dimethyl-4-acetoxyazetidin-2-one.

Workup

  1. temperaturewas heated to 100° in a sealed tube for 36 hours
  2. concentrationThe reaction mixture was concentrated in vacuo
  3. customthe residue chromatographed on silica gel in hexane/ethyl acetate

Sources & evidence

ORD record
ord-52187e36b89247a8be6c219f8e607c94
Source dataset
uspto-grants-1993_07
Patent number
US05229381

Reaction notes

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