Reacción #310729

Ecuación de reacción

isothioureido

2-methyl-3-hydroxy-4-isothioureidomethyl-5-vinylpyridine hydrochloride

tetrahydrofuran ether

lithium aluminum hydride

ammonium chloride

tetrahydrofuran

→

2-methyl-3-hydroxy-4-mercaptomethyl-5-vinylpyridine

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroThe water layer is separated
2. 2
   Extracciónextracted with 2×400 ml
3. 3
   SecadoThe combined tetrahydrofuran solutions are dried
4. 4
   Otroevaporated to dryness

Procedimiento

The isothioureido compound from Example 25, Step A, (0.1 mole) in 200 ml. of tetrahydrofuran:ether (3:1 v/v) is added to excess lithium aluminum hydride under ether and nitrogen at 0° C. over 30 minutes. After stirring one hour at room temperature, it is poured into a mixture of tetrahydrofuran and saturated ammonium chloride solution. The water layer is separated and extracted with 2×400 ml. of tetrahydrofuran. The combined tetrahydrofuran solutions are dried and evaporated to dryness to give 2-methyl-3-hydroxy-4-mercaptomethyl-5-vinylpyridine.

Fuente