反応 #1827

反応方程式

NaCl

Hydrazine hydrate

KOH

2-[2-oxo-2-(3-thienyl) ethyl]malonic acid

HCl

→

oil

収率 87.6%

4-(3-thienyl)butyric acid

収率 87.6%

溶媒

ethylene glycol

反応条件

後処理

1. 1
   温度This solution was heated
2. 2
   温度at reflux for 6 hours
3. 3
   その他the crude reaction mixture
4. 4
   抽出extracted with ether (3×70 mL)
5. 5
   乾燥The combined organic extracts were dried over Na2SO4
6. 6
   濃縮concentrated, in vacuo

実験手順

Hydrazine hydrate (1.3 mL, 1.34 g, 26.8 mmol) was added dropwise to a solution of KOH (3.54 g, 63 mmol) and 2-[2-oxo-2-(3-thienyl) ethyl]malonic acid 8(c) (4.00 g, 17.5 mmol) in ethylene glycol (30 mL). This solution was heated at reflux for 6 hours. After cooling to room temperature, the crude reaction mixture was poured into a mixture of 6N HCl (50 mL) and ice (200 g). This aqueous mixture was saturated with NaCl, then extracted with ether (3×70 mL). The combined organic extracts were dried over Na2SO4 and concentrated, in vacuo, to provide an orange oil (2.61 g) of sufficient purity to be employed in the subsequent reaction without any further purification.

出典