Reacción #487548

Ecuación de reacción

benzyl (1,2,3,4-tetrahydro-isoquinolin-6-yl)-carbamate

sodium hydrogen carbonate

formalin

sodium triacetoxyborohydride

trifluoroacetate

→

benzyl (2-methyl-1,2,3,4-tetrahydro-isoquinolin-6-yl)-carbamate

Disolventes

methanol

acetic acid

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.STIRRINGthe mixture is stirred for two hours
2. 2
   Extracciónextracted three times with ethyl acetate
3. 3
   OtroThe combined organic phases are dried on sodium sulphate
4. 4
   Otroevaporated to dryness i.vac

Procedimiento

1.5 g (3.8 mmol) benzyl (1,2,3,4-tetrahydro-isoquinolin-6-yl)-carbamate (as the trifluoroacetate salt) are suspended in 8 ml of methanol and adjusted to pH 6 with acetic acid. 0.6 ml (8.5 mmol) formalin solution (37% in water) are added and the mixture is stirred for 30 minutes at RT. Then a total of 1.8 g (8.5 mmol) sodium triacetoxyborohydride are added batchwise and the mixture is stirred for two hours. The reaction mixture is poured onto sat. sodium hydrogen carbonate solution and extracted three times with ethyl acetate. The combined organic phases are dried on sodium sulphate and evaporated to dryness i.vac.

Fuente