Reaktion #1062015

Reaktionsgleichung

ethyl acetate

bromine

sodium hydroxide

6-acetyl-5,8-dichloro-4,4-dimethylthiochroman-1,1-dioxide

→

5,8-dichloro-4,4-dimethylthiochroman-6-carboxylic acid-1,1-dioxide

Ausbeute 90.0%

Lösungsmittel

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONwas added
2. 2
   Sonstigethe mixture was liquid-separated
3. 3
   workup.ADDITIONhydrochloric acid was added to an aqueous layer
4. 4
   ExtraktionThe extraction of the aqueous layer
5. 5
   workup.ADDITIONby adding ethyl acetate
6. 6
   Trocknenan organic layer was dried over anhydrous sodium sulfate
7. 7
   workup.DISTILLATIONThe ethyl acetate was distilled off under reduced pressure

Vorschrift

1.04 Grams (26.1 mmol) of sodium hydroxide was dissolved in 20 ml of water, and 0.5 ml (8.7 mol) of bromine was added. Further, 0.93 g (2.9 mmol) of 6-acetyl-5,8-dichloro-4,4-dimethylthiochroman-1,1-dioxide was added, and the mixture was stirred for 3 hours. Then the mixture was heated at 100° C. for 5 hours. After the completion of the reaction, ethyl acetate was added, the mixture was liquid-separated, and hydrochloric acid was added to an aqueous layer to adjust the aqueous layer to a pH of 1. The extraction of the aqueous layer was carried out by adding ethyl acetate, and an organic layer was dried over anhydrous sodium sulfate. The ethyl acetate was distilled off under reduced pressure to give 0.84 g (yield 90%) of 5,8-dichloro-4,4-dimethylthiochroman-6-carboxylic acid-1,1-dioxide.

Quelle