反应 #543587

ord-1d03e42a01084f3088ba775d90883bb6

反应方程式

Oc1ccccc1-c1nn[nH]n1
2-(2H-1,2,3,4-tetraazol-5-yl)phenol
[Na+].[OH-]
sodium hydroxide
CI
methyl iodide
Cn1nnc(-c2ccccc2O)n1
subtitle compound
收率 49.0%
Cn1nnc(-c2ccccc2O)n1
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

  1. 1
    workup.STIRRINGthe mixture was stirred for 6 days
  2. 2
    其他The organic layer was then separated
  3. 3
    洗涤washed with water (2×15 mL)
  4. 4
    其他dried
  5. 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%).

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US07186718B2uspto-grants-2007_03