반응 #56393

반응 방정식

Sodium

ethyl dichloroacetate

4-methylthiophenol

→

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

수율 68.0%

용매

diethyl ether

methanol

methanol

methanol

반응 조건

후처리

1. 1
   온도to cool
2. 2
   기타the white precipitate obtained
3. 3
   여과is filtered off
4. 4
   농축the filtrate is concentrated to dryness under reduced pressure (20 mmHg) at 40° C
5. 5
   기타The oil obtained
6. 6
   세척washed four times with N sodium hydroxide solution (50 cc each time) and four times with distilled water (50 cc each time)
7. 7
   건조The ethereal phase is dried over anhydrous sodium sulphate
8. 8
   여과filtered
9. 9
   workup.ADDITIONtreated with animal charcoal
10. 10
    여과filtered
11. 11
    농축concentrated to dryness under reduced pressure (20 mmHg) at 40° C

실험 절차

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.

출처