反応 #487548

反応方程式

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

溶媒

methanol

acetic acid

反応条件

後処理

1. 1
   workup.STIRRINGthe mixture is stirred for two hours
2. 2
   抽出extracted three times with ethyl acetate
3. 3
   その他The combined organic phases are dried on sodium sulphate
4. 4
   その他evaporated to dryness i.vac

実験手順

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.

出典