Reaktion #55872

Reaktionsgleichung

water

potassium hydroxide

lithium chloride

α-trichloromethyl-2-thiophenemethanol

water

→

2-thiopheneglycolic acid

Lösungsmittel

diethylether

dioxane

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.WAITat room temperature and for 3 hr
2. 2
   Sonstigeat 80° C
3. 3
   SonstigeThe ether soluble part was separated
4. 4
   Extraktionextracted with diethylether
5. 5
   TrocknenThe organic layer was dried with anhydrous magnesium sulfate
6. 6
   workup.ADDITIONwas treated with activated carbon
7. 7
   Filtrationfiltered
8. 8
   EinengenThereafter, the filtrate was concentrated

Vorschrift

Into 2.4 ml of water, potassium hydroxide (0.67 g, 12 mmol) and lithium chloride (0.254 g, 6 mmol) were dissolved. Then, into the solution above, α-trichloromethyl-2-thiophenemethanol (0.693 g, 3 mmol) solution in dioxane (2.4 ml) was added and agitation was conducted for 12 hr. at room temperature and for 3 hr. at 80° C. Thereafter, water (20 ml) was added thereto and diethylether was further added into the reaction mixture. The ether soluble part was separated. The water layer was acidified with hydrochloric acid and then, extracted with diethylether. The organic layer was dried with anhydrous magnesium sulfate and was treated with activated carbon and filtered. Thereafter, the filtrate was concentrated and gave 0.246 g of 2-thiopheneglycolic acid as crystals.

Quelle