Reacción #1361590

Ecuación de reacción

4-(7-chloroquinolin-4-yl)butyn-1-ol

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title compound

Rendimiento 49.1%

4-(7-Chloroquinolin-4-yl)butan-1-ol

Rendimiento 49.1%

Disolventes

ethanol

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.ADDITIONwas added
2. 2
   Otroto be consumed by TLC
3. 3
   OtroThe spent catalyst was removed by filtration through a Celite pad
4. 4
   Lavadothe pad carefully washed with more ethanol
5. 5
   OtroThe combined filtrates were evaporated in vacuo
6. 6
   Otrothe residue purified by flash chromatography on silica gel (ethyl acetate

Procedimiento

4-(7-chloroquinolin-4-yl)butyn-1-ol (1 g) was dissolved in ethanol (25 mL) in a Parr hydrogenation bottle and platinum (IV) oxide [Adams' Catalyst] (100 mg) was added. The Parr bottle was placed on a Parr hydrogenation apparatus and the solution hydrogenated at 50 psi for 2 hours after which time the starting material had been judged to be consumed by TLC. The spent catalyst was removed by filtration through a Celite pad and the pad carefully washed with more ethanol. The combined filtrates were evaporated in vacuo and the residue purified by flash chromatography on silica gel (ethyl acetate; then ethyl acetate:methanol, 95:5) to give the title compound (500 mg).

Fuente