反応 #216145

反応方程式

tin (II) chloride

product

(S)-4-(4-Aminobenzyl)-1,3-oxazolidin-2-one hydrochloride

HCl

sodium nitrite

HCl

→

desired product

収率 114.0%

(S)-4-(4-Hydrazinobenzyl)-1,3-oxazolidin-2-one hydrochloride

収率 114.0%

溶媒

water

water

反応条件

後処理

1. 1
   workup.STIRRING' stirring at room temperature
2. 2
   その他The solution was evaporated in vacuo
3. 3
   その他the residue triturated with ether

実験手順

The product from step (d) (0.79 g) was suspended in water (4.8 ml) and c.HCl (8.1 ml) added dropwise. The resulting mixture was cooled to -5° C. and a solution of sodium nitrite (0.24 g) in water (2.4 ml) added dropwise to the stirred mixture over 15 minutes followed by 30 minutes' stirring at -5° to 0° C. The solution was then added at 0° C. over 15 minutes to a stirred solution of tin (II) chloride (3.8 g) in c.HCl (6.9 ml), followed by 3 hours' stirring at room temperature. The solution was evaporated in vacuo and the residue triturated with ether to give the desired product as a pale yellow solid (0.96 g).

出典