Reaktion #56393

Reaktionsgleichung

Sodium

ethyl dichloroacetate

4-methylthiophenol

→

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

Ausbeute 68.0%

Lösungsmittel

diethyl ether

methanol

methanol

methanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturto cool
2. 2
   Sonstigethe white precipitate obtained
3. 3
   Filtrationis filtered off
4. 4
   Einengenthe filtrate is concentrated to dryness under reduced pressure (20 mmHg) at 40° C
5. 5
   SonstigeThe oil obtained
6. 6
   Waschenwashed four times with N sodium hydroxide solution (50 cc each time) and four times with distilled water (50 cc each time)
7. 7
   TrocknenThe ethereal phase is dried over anhydrous sodium sulphate
8. 8
   Filtrationfiltered
9. 9
   workup.ADDITIONtreated with animal charcoal
10. 10
    Filtrationfiltered
11. 11
    Einengenconcentrated to dryness under reduced pressure (20 mmHg) at 40° C

Vorschrift

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.

Quelle