Réaction #445287

ord-afb75086f65b4359ba25029274e5edbe

Équation de réaction

C1COCO1
Dioxolane
CC[N+](CC)(CC)CC.O.O.[F-]
tetraethylammonium fluoride dihydrate
CC(=O)O
acetic acid
C1CCOC1
tetrahydrofuran
CC(=O)CC1NC(=O)C1C1(C)COC(=O)O1
3-(4-Methyl-2-oxo-1,3-dioxolan-4-yl)-4-(2-oxopropyl)-2-azetidinone

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    Lavagewashed with saturated saline
  2. 2
    Autredried
  3. 3
    Concentrationconcentrated
  4. 4
    AutreThe residue purified by silica gel chromatography
  5. 5
    Autreto give
  6. 6
    Lavageeluted with benzene-ethyl acetate (1:5)

Mode opératoire

A mixture of Dioxolane (B-5)(1.62 g), tetraethylammonium fluoride dihydrate (1.38 g) and acetic acid (0.5 ml) in tetrahydrofuran (10 ml) is stirred at room temperature for 2 hours. The reaction mixture is diluted with ethyl acetate (50 ml), washed with saturated saline, dried and concentrated. The residue purified by silica gel chromatography to give tilted Lactam (C-5)(895 mg) from the fractions eluted with benzene-ethyl acetate (1:5).

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US04464299uspto-grants-1984_08