Reaktion #487548

Reaktionsgleichung

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

Lösungsmittel

methanol

acetic acid

Reaktionsbedingungen

Aufarbeitung

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

Vorschrift

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.

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