Reaktion #216145

Reaktionsgleichung

tin (II) chloride

product

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

HCl

sodium nitrite

HCl

→

desired product

Ausbeute 114.0%

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

Ausbeute 114.0%

Lösungsmittel

water

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRING' stirring at room temperature
2. 2
   SonstigeThe solution was evaporated in vacuo
3. 3
   Sonstigethe residue triturated with ether

Vorschrift

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).

Quelle