反应详情

The combined filtrate (about 1260 mL), containing 4-acetoxy-3-methoxy-N,N-bis(1-methylethyl)-benzamide, is treated at room temperature under nitrogen while stirring with 2-aminoethanol (43.1 g, 42.6 mL) added dropwise over a 5 minute period. The reaction mixture is then heated at 78°-85° for 5 hours. The heat source is removed and water (400 mL) is added slowly over a period of 30 minutes. The stirred slurry is cooled to room temperature and stirring at room temperature is continued for 16 hours. The suspension is cooled to 5° C. and filtered. The resulting solid is washed with xylenes and dried in a vacuum oven at 40°-45° C. for 48 hours to obtain 4-hydroxy-3-methoxy-N,N-bis(1-methylethyl)benzamide; 1H-NMR (CDCl3): δ1.10-1.50 (m, 12H), 3.62-3.80 (m, 2H), 3.82 (s, 3H), 6.42-6.70 (m, 1H), 6.72-6.88 (m, 3H).

1. additionis treated at room temperature under nitrogen
2. additionadded dropwise over a 5 minute period
3. temperatureThe reaction mixture is then heated at 78°-85° for 5 hours
4. customThe heat source is removed
5. additionwater (400 mL) is added slowly over a period of 30 minutes
6. temperatureThe suspension is cooled to 5° C.
7. filtrationfiltered
8. washThe resulting solid is washed with xylenes
9. customdried in a vacuum oven at 40°-45° C. for 48 hours