反应详情

To a solution of methyl 2-nitrophenylacetate, (6.04 kg) in toluene (100 l) is added anhydrous magnesium sulfate (2.00 kg) and then 5% palladium-on-charcoal (125 g). The mixture is then stirred and hydrogenated, keeping the temperature below 40° by regulation of the stirring rate and input of hydrogen gas. After the addition is complete, the mixture is filtered. The filtrate containing methyl 2-aminophenylacetate is cooled to -20° and triethylamine (3.75 kg) is added all at once with stirring. This is followed by the slow addition of a solution of methanesulfonyl chloride (3.91 kg) in toluene (4.5L), keeping the temperature between -2° and 5°. After stirring at -2° for 1 hour, the mixture is filtered and washed with toluene (10 l). The filter cake is then slurried with water (90 l) for 90 minutes, filtered, and washed with water (45 l) and methanol (8 l). The solid is dried at 50° in vacuo overnight to yield methyl 2-(methylsulfonylamino)phenylacetate, mp 73°-75°.

1. customthe temperature below 40°
2. additionAfter the addition
3. filtrationthe mixture is filtered
4. additionThe filtrate containing methyl 2-aminophenylacetate
5. temperatureis cooled to -20°
6. additiontriethylamine (3.75 kg) is added all at once
7. stirringwith stirring
8. additionThis is followed by the slow addition of a solution of methanesulfonyl chloride (3.91 kg) in toluene (4.5L)
9. customthe temperature between -2° and 5°
10. stirringAfter stirring at -2° for 1 hour
11. filtrationthe mixture is filtered
12. washwashed with toluene (10 l)
13. filtrationfiltered
14. washwashed with water (45 l) and methanol (8 l)
15. customThe solid is dried at 50° in vacuo overnight