反応 #2460298

反応方程式

thiosalicylic acid

3-iodoanisole

potassium carbonate

→

2-(3-methoxyphenylthio)benzoic acid

溶媒

N-methylpyrrolidinone

反応条件

後処理

1. 1
   その他by sparging with nitrogen for 10 min
2. 2
   温度cooled
3. 3
   workup.ADDITIONThe reaction mixture was poured onto a mixture of 500 g of ice plus 40 mL of concentrated HCl
4. 4
   その他The resulting precipitate was collected
5. 5
   洗浄washed with water
6. 6
   その他dried
7. 7
   workup.DISSOLUTIONThe precipitate was dissolved in acetone
8. 8
   ろ過filtered through Celite
9. 9
   濃縮concentrated
10. 10
    その他The product was purified by recrystallization from aqueous ethanol
11. 11
    その他A tan powder was obtained

実験手順

First, 2-(3-methoxyphenylthio)benzoic acid was prepared. A stirred mixture of thiosalicylic acid (3.57 g, 23 mmol), 3-iodoanisole (5.42 g, 23 mmol), potassium carbonate (7.04 g, 51 mmol), copper powder (0.29 g, 5 mmol), and N-methylpyrrolidinone (75 mL) was deaerated by sparging with nitrogen for 10 min, heated at 165° C. for 2 h, and then cooled to ambient. The reaction mixture was poured onto a mixture of 500 g of ice plus 40 mL of concentrated HCl. The resulting precipitate was collected, washed with water, and dried. The precipitate was dissolved in acetone and filtered through Celite, then concentrated to deposit a crude product. The product was purified by recrystallization from aqueous ethanol. A tan powder was obtained, mass: 4.60 g (76% of theory).

出典