Reacción #55872

Ecuación de reacción

water

potassium hydroxide

lithium chloride

α-trichloromethyl-2-thiophenemethanol

water

→

2-thiopheneglycolic acid

Disolventes

diethylether

dioxane

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.WAITat room temperature and for 3 hr
2. 2
   Otroat 80° C
3. 3
   OtroThe ether soluble part was separated
4. 4
   Extracciónextracted with diethylether
5. 5
   SecadoThe organic layer was dried with anhydrous magnesium sulfate
6. 6
   workup.ADDITIONwas treated with activated carbon
7. 7
   Filtraciónfiltered
8. 8
   ConcentraciónThereafter, the filtrate was concentrated

Procedimiento

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.

Fuente