反应详情

A mixture of 4-cyano-3-methyl-benzoic acid from Example E2d (1.5 g, 9.3 mmol) and thionyl chloride (5 ml, 68.5 mmol) in dichloromethane (20 ml) was heated at re-flux for 2 h then solvents were removed in vacuo and azeotroped with toluene. The residue was redissolved in dichloromethane (25 ml). Methanol (10 ml) was added and the solution was stirred at room temperature for 2 h then concentrated in vacuo. The residue was redissolved in EtOAc, washed with saturated NaHCO3 then brine, dried and concentrated in vacuo to yield the title compound (1.6 g, 100%).

1. temperaturewas heated at re-flux for 2 h
2. customsolvents were removed in vacuo
3. customazeotroped with toluene
4. dissolutionThe residue was redissolved in dichloromethane (25 ml)
5. additionMethanol (10 ml) was added
6. concentrationthen concentrated in vacuo
7. dissolutionThe residue was redissolved in EtOAc
8. washwashed with saturated NaHCO3
9. dry with materialbrine, dried
10. concentrationconcentrated in vacuo