反应详情

To the mixture of 2.46 g of 2-methoxy-3-methylanisaldehyde (16 mmol) and 4.72 g of methyl azidoacetate (41 mmol) in 20 mL of MeOH is added 7.6 mL of 5.4M MeONa over 30 minute at −10 degrees. After addition the mixture was stirred for additional hour at the same temperature and then transferred in cold room (4 degrees) and stirred overnight. On the morning reaction mixture was poured in 0.5 L mixture of ice and conc. ammonium chloride solution, stirred for 10 minutes and filtered off. The solid was washed with plenty of ice cold water and then moved at ambient temperature. After air drying for 1 hr the solid was dissolved in 50 mL of DCM, dried over magnesium sulfate and passed through short silica gel plug. Evaporation of solvent produced 3.5 g of methyl 2-azido-3-(2-methoxy-3-methylphenyl)acrylate, that was used in the next step without further purification.

1. additionAfter addition the mixture
2. customtransferred in cold room (4 degrees)
3. stirringstirred overnight
4. customOn the morning reaction mixture
5. stirringstirred for 10 minutes
6. filtrationfiltered off
7. washThe solid was washed with plenty of ice cold water
8. custommoved at ambient temperature
9. customAfter air drying for 1 hr the solid
10. dissolutionwas dissolved in 50 mL of DCM
11. dry with materialdried over magnesium sulfate
12. customEvaporation of solvent