反应详情

To a solution of 4-amino-benzonitrile (84.64 mmoles) in DCM (200 ml) under a nitrogen atmosphere, at −78° C., there is added, dropwise, tBuOCl (84.64 mmoles) dissolved in 20 ml of DCM and then, after 10 minutes, ethyl (methylsulphanyl)acetate (84.64 mmoles) dissolved in 20 ml of DCM is added dropwise to the reaction mixture. After stiffing for one hour at −78° C., triethylamine (0.152 mol) is added dropwise. The reaction mixture is stirred at ambient temperature for one hour. Water is added and the phases are then separated. The organic phase is washed with water and then with saturated aqueous NaCl solution. The organic phase is dried over sodium sulphate, filtered and evaporated to dryness. The residue is taken up in ethyl ether and aq. 2M HCl solution is added. After stiffing overnight, the yellow precipitate is filtered off and dried in vacuo to yield the title product, which is used directly in the next reaction.

1. additionis added dropwise to the reaction mixture
2. waitAfter stiffing for one hour at −78° C.
3. customthe phases are then separated
4. washThe organic phase is washed with water
5. dry with materialThe organic phase is dried over sodium sulphate
6. filtrationfiltered
7. customevaporated to dryness
8. additionaq. 2M HCl solution is added
9. waitAfter stiffing overnight
10. filtrationthe yellow precipitate is filtered off
11. customdried in vacuo