反应 #1135816

ord-8d0888b8740646e186ceb30047fdf103

反应方程式

COS(=O)(=O)OC
dimethyl sulfate
CCOc1cccc(-n2nn[nH]c2=O)c1C
1-(2-methyl-3-ethoxyphenyl)-1,4-dihydrotetrazole-5-one
O=C([O-])[O-].[K+].[K+]
potassium carbonate
CN(C)C=O
N,N-dimethylformamide
CCOc1cccc(-n2nnn(C)c2=O)c1C
1-(2-methyl-3-ethoxyphenyl)-4-methyl-1,4-dihydrotetrazole-5-one
收率 92.1%

溶剂

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    萃取the mixtures were extracted with ethyl acetate
  2. 2
    洗涤the organic layers were washed with water and saturated saline
  3. 3
    干燥were dried over anhydrous magnesium sulfate
  4. 4
    浓缩were then concentrated under reduced pressure

实验过程

Under ice-cooling, to a mixture of 1-(2-methyl-3-ethoxyphenyl)-1,4-dihydrotetrazole-5-one 39.0 g, potassium carbonate 36.7 g and N,N-dimethylformamide 400 mL was added dimethyl sulfate 44.7 g and the resulting mixtures were raised to room temperature and were stirred for seven hours. Thereto was added water and the mixtures were extracted with ethyl acetate and the organic layers were washed with water and saturated saline, and were dried over anhydrous magnesium sulfate and were then concentrated under reduced pressure. The resulting residues were subjected to a silica gel column chromatography to give 1-(2-methyl-3-ethoxyphenyl)-4-methyl-1,4-dihydrotetrazole-5-one 38.2 g.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US09380782B2uspto-grants-2016_07