反応 #2383785

反応方程式

6-aminopenicillanic acid

potassium permanganate

sulfuric acid

sodium bisulfite

ammonia

→

desired product

収率 78.0%

(2S,5R,6S)-6-Amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo-[3.2.0]heptane-2-carboxylic acid 4,4-dioxide

収率 78.0%

溶媒

water

acetonitrile

water

反応条件

後処理

1. 1
   workup.ADDITIONwas added
2. 2
   workup.ADDITIONAt the end of the addition
3. 3
   その他was passed through the solution at 0° C. until pH 3, at which time
4. 4
   その他precipitated
5. 5
   ろ過The solid was filtered
6. 6
   洗浄washed with acetone
7. 7
   その他dried in vacuo

実験手順

To a 0° C. solution of 6-aminopenicillanic acid (10.0 g, 0.046 mol) in a mixture of water (32 mL) and acetonitrile(48 mL) was added, dropwise, a solution containing potassium permanganate (9.6 g, 0.061 mol) and concentrated sulfuric acid (6 mL) in water (120 mL). At the end of the addition, a 50% aqueous sodium bisulfite solution was added, dropwise, to the reaction mixture until a clear solution was observed. Anhydrous ammonia gas was passed through the solution at 0° C. until pH 3, at which time the sulfone product precipitated. The solid was filtered, washed with acetone and dried in vacuo to obtain 9.0 g(78%) of the desired product.

出典