反应详情

In a 250 mL three-necked, round-bottomed flask fitted with a mechanical stirrer nitrogen inlet and thermometer were placed 3 g of 4-diethylaminobenzoic acid, 60 mL of tetrahydrofuran and 6.4 g of triethylamine. To the resulting well-stirred mixture was added 1.3 mL methane sulfonyl chloride dropwise while keeping the reaction temperature at -30° C. The resulting suspension was stirred at -30° C. for 15 minutes, after which 3.76 g of 3-amino-1,1-dichloro-3-methyl-2-pentanone hydrochloride were added slowly over a 60 minute period. After the addition was completed, the reaction mixture was stirred at -30° C. for an additional 45 minutes. The reaction mixture was poured into a mixture of 200 mL of water and 100 mL of ethyl acetate. The phases were separated and the aqueous layer was extracted with ethyl acetate (2×60 mL). The combined organic phases were washed sequentially with water (1×60 mL), 3% aqueous hydrochloric acid (2×100 mL), brine (1×100 mL) and 3% aqueous sodium hydroxide (2×100 mL), and then dried over anhydrous magnesium sulfate. The solvent then was removed using a rotary evaporator, yielding 410 mg N-(3,3-dichloro-1-ethyl-1-methyl-2-oxopropyl)-4-diethylaminobenzamide.

1. customIn a 250 mL three-necked, round-bottomed flask fitted with a mechanical stirrer nitrogen inlet
2. customat -30° C
3. stirringThe resulting suspension was stirred at -30° C. for 15 minutes
4. additionAfter the addition
5. stirringthe reaction mixture was stirred at -30° C. for an additional 45 minutes
6. customThe phases were separated
7. extractionthe aqueous layer was extracted with ethyl acetate (2×60 mL)
8. washThe combined organic phases were washed sequentially with water (1×60 mL), 3% aqueous hydrochloric acid (2×100 mL), brine (1×100 mL) and 3% aqueous sodium hydroxide (2×100 mL)
9. dry with materialdried over anhydrous magnesium sulfate
10. customThe solvent then was removed
11. customa rotary evaporator