反応 #56393

反応方程式

Sodium

ethyl dichloroacetate

4-methylthiophenol

→

Ethyl 2,2-bis(4-methylthiophenoxy)acetate

収率 68.0%

溶媒

diethyl ether

methanol

methanol

methanol

反応条件

後処理

1. 1
   温度to cool
2. 2
   その他the white precipitate obtained
3. 3
   ろ過is filtered off
4. 4
   濃縮the filtrate is concentrated to dryness under reduced pressure (20 mmHg) at 40° C
5. 5
   その他The oil obtained
6. 6
   洗浄washed four times with N sodium hydroxide solution (50 cc each time) and four times with distilled water (50 cc each time)
7. 7
   乾燥The ethereal phase is dried over anhydrous sodium sulphate
8. 8
   ろ過filtered
9. 9
   workup.ADDITIONtreated with animal charcoal
10. 10
    ろ過filtered
11. 11
    濃縮concentrated to dryness under reduced pressure (20 mmHg) at 40° C

実験手順

Sodium (3.54 g) is dissolved in methanol (140 cc) and a solution of 4-methylthiophenol (21.8 g) in methanol (25 cc) is added. The mixture is stirred for 1 hour at 20° C. and a solution of ethyl dichloroacetate (12.5 g) in methanol (30 cc) is then added. The mixture is allowed to cool, the white precipitate obtained is filtered off, and the filtrate is concentrated to dryness under reduced pressure (20 mmHg) at 40° C. The oil obtained is taken up in diethyl ether (250 cc) and washed four times with N sodium hydroxide solution (50 cc each time) and four times with distilled water (50 cc each time). The ethereal phase is dried over anhydrous sodium sulphate, filtered, treated with animal charcoal, filtered and concentrated to dryness under reduced pressure (20 mmHg) at 40° C. Ethyl 2,2-bis(4-methylthiophenoxy)acetate (18 g) is thus obtained as a yellow oil.

出典