反应 #543587
ord-1d03e42a01084f3088ba775d90883bb6
反应方程式
2-(2H-1,2,3,4-tetraazol-5-yl)phenol
sodium hydroxide
methyl iodide
→
subtitle compound
收率 49.0%
2-(2-Methyl-2H-1,2,3,4-tetraazol-5-yl)phenol
收率 49.0%
溶剂
反应条件
详细条件
See reaction.notes.procedure_details.
后处理
- 1workup.STIRRINGthe mixture was stirred for 6 days
- 2其他The organic layer was then separated
- 3洗涤washed with water (2×15 mL)
- 4其他dried
- 5其他Evaporation of solvent and flash chromatography on silica gel (ethyl acetate/heptane, 1:1)
实验过程
To a stirred solution of 2-(2H-1,2,3,4-tetraazol-5-yl)phenol (0.486 g, 3 mmol) and sodium hydroxide (NaOH) (72 mg, 3 mmol) in water (15 mL) a solution of tetrabutylammonium chloride (83 mg, 0.3 mmol) was added. The mixture was stirred for 5 min, then methyl iodide (0.425 g, 0.187 mL, 3 mmol) was added, and the mixture was stirred for 6 days. The organic layer was then separated, washed with water (2×15 mL), and dried. Evaporation of solvent and flash chromatography on silica gel (ethyl acetate/heptane, 1:1) afforded the subtitle compound (0.257 g, 49%).