Reacción #94590

Ecuación de reacción

hydrochloric acid

2-Hydroxy-5-ethylbenzoyl chloride

2-methylthiophene

→

title product

(2-Hydroxy-5-ethylphenyl)(5-methyl-2-thienyl)methanone

Disolventes

tetrachloroethane

tetrachloroethane

Condiciones de reacción

Tratamiento posterior

1. 1
   Otrobeing at about 20° C.
2. 2
   Temperaturaby cooling with an ice bath
3. 3
   workup.STIRRINGThe mixture was then stirred at room temperature for 3 hours
4. 4
   workup.WAITleft
5. 5
   Extracciónextracted with chloroform
6. 6
   ExtracciónThe chloroform extract
7. 7
   Lavadowas washed firstly with a saturated solution of sodium bicarbonate and secondly with a saturated solution of sodium chloride
8. 8
   Secadowas dried (over Na2SO4)
9. 9
   Filtraciónfiltered
10. 10
    Otroevaporated
11. 11
    Otroto leave an oil which
12. 12
    workup.DISTILLATIONdistilled

Procedimiento

2-Hydroxy-5-ethylbenzoyl chloride (6.08g, 0.036 mol) and 2-methylthiophene were mixed together in tetrachloroethane (20 ml), and stannic chloride (18.78g, 0.072 mol) in tetrachloroethane (20 ml) was added dropwise with stirring, the temperature of the mixture being at about 20° C. by cooling with an ice bath. The mixture was then stirred at room temperature for 3 hours and left to stand at room temperature overnight. The resulting pink solution was poured into ice and concentrated hydrochloric acid (10 to 20 ml), stirred until the ice had melted and extracted with chloroform. The chloroform extract was washed firstly with a saturated solution of sodium bicarbonate and secondly with a saturated solution of sodium chloride, was dried (over Na2SO4), filtered and evaporated to leave an oil which distilled to give the pure title product (4.36g), bp 133°-136° C./0.1 mm, nD21 1.6341.

Fuente