反応 #441730

反応方程式

1-Fluoro-2-tert-butoxycarbonylamino-4-pentene

acetic acid

potassium permanganate

→

4-fluoro-3-tert-butoxycarbonylamino-1-butanoic acid

溶媒

water

反応条件

後処理

1. 1
   その他After destroying the excess of permanganate with 10% sodium bisulfite solution
2. 2
   濃縮saturating with sodium chloride
3. 3
   抽出the mixture is extracted twice with ether
4. 4
   その他Evaporation

実験手順

1-Fluoro-2-tert-butoxycarbonylamino-4-pentene (1.02 g, 5 mmoles), dissolved in glacial acetic acid (15 ml), is added to potassium permanganate (2.37 g, 15 mmoles) in water (75 ml), and kept overnight at room temperature. After destroying the excess of permanganate with 10% sodium bisulfite solution and saturating with sodium chloride, the mixture is extracted twice with ether. Evaporation gives 4-fluoro-3-tert-butoxycarbonylamino-1-butanoic acid (776 mg) as a white solid which on recrystallization from ether/petroleum ether affords 676 mg (61%) of pure material, m.p. 112°-112.5° C.

出典