Reaktion #1146855

Reaktionsgleichung

2-benzyl-6-methyl-4-pyranone

hydroxylamine hydrochloride

sodium acetate

→

amine

2-Benzyl-6-methyl-4-pyranylamine

Lösungsmittel

methanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigethe mixture was partitioned between CH2Cl2 and water
2. 2
   SonstigeThe organic phase was dried
3. 3
   Sonstigeevaporated
4. 4
   Sonstigeupon standing at room temperature

Vorschrift

This amine was prepared according to Scheme 32. To 0.37 g (1.8 mmol) of 2-benzyl-6-methyl-4-pyranone (G. Piancatilli, et. al., Synthesis, 1982, 248) was added 0.22 g (3.1 mmol) of hydroxylamine hydrochloride and 0.16 g (2 mmol) of sodium acetate in 10 mL of methanol. After stirring overnight, the mixture was partitioned between CH2Cl2 and water. The organic phase was dried and evaporated. The oily residue solidified upon standing at room temperature to give 0.4 g (99%) of the desired oxime 121 as a Z/E isomer mixture 1:1 by GC/MS with a molecular ion of 219, and that was used as is in the reduction reaction below.

Quelle