反応 #715858

反応方程式

Phenyl azide

propargyl alcohol

diethyl ether

→

desired product 7

収率 35.0%

(1-phenyl-1H-1,2,3-triazol-4-yl)methanol

収率 35.0%

反応条件

後処理

1. 1
   温度The reaction mixture was cooled to room temperature
2. 2
   その他precipitated as a crystalline solid

実験手順

Phenyl azide (2.02 g, 17.0 mmol) was dissolved in neat propargyl alcohol (3 mL) and the mixture was heated to 90° C. for 2 h. The reaction mixture was cooled to room temperature and the reaction mixture was diluted into diethyl ether and left overnight during which time 7 precipitated as a crystalline solid to afford 1.03 g (35%) of the desired product 7 while the mother liquor contained primarily the regioisomer 9: 1H NMR (400 MHz, CDCl3) δ 7.97, (s, 1H), 7.70, (d, J=8.40 Hz, 2H), 7.50, (m, 2H), 7.41 (m, 1H), 4.88, (d, J=6.00 Hz, 2H), 2.70, (bs, 1H).

出典