反应 #2460295

反应方程式

Methanol

2-[(3-methoxyphenyl)thio]diethylbenzamide

lithium diisopropylamide

→

1-methoxythioxanthen-9-one

溶剂

tetrahydrofuran

tetrahydrofuran

heptane THF

反应条件

后处理

1. 1
   温度The reaction mixture was warmed to ambient and
2. 2
   洗涤the resulting solution was washed twice with water
3. 3
   干燥The solution was dried (Na2SO4)
4. 4
   其他the solvent was removed at reduced pressure
5. 5
   其他This crude product was recrystallized from methanol
6. 6
   其他to provide 0.15 g (45% of theory) of a yellow solid

实验过程

Finally, 1-methoxythioxanthen-9-one (S-12) was prepared. A stirred mixture of 2.05 mL of a 2.0 M solution in heptane/THF of lithium diisopropylamide (4.1 mmol) diluted with 15 mL of anhydrous tetrahydrofuran was cooled to 0° C. and treated dropwise with a solution of 2-[(3-methoxyphenyl)thio]diethylbenzamide (0.4 g, 1.4 mmol) in 3 mL of anhydrous tetrahydrofuran. The reaction mixture was warmed to ambient and stirred for 2 h. Methanol (1 mL) was added, and the resulting solution was washed twice with water, and then with brine. The solution was dried (Na2SO4) and the solvent was removed at reduced pressure to deposit a yellow solid. This crude product was recrystallized from methanol to provide 0.15 g (45% of theory) of a yellow solid. 1H NMR (CDCl3): δ 4.00 (s, 3H), 7.92 (d, 1H), 7.12 (d, 1H), 7.50 (m, 4H), 8.45 (d, 1H).

来源