反応 #55425

反応方程式

N-benzyloxycarbonyl-3,4,5-trimethoxyanilinoacetaldehyde diethyl acetal

3,4-dihydroxyphenethylamine hydrochloride

n-butyl alcohol

→

1-(N-benzyloxycarbonyl-3,4,5-trimethoxyanilinomethyl)-6,7-dihydroxy,1,2,3,4-tetrahydroisoquinoline hydrochloride

収率 70.1%

溶媒

water

反応条件

後処理

1. 1
   温度the mixture was refluxed for 11 hours in a stream of nitrogen
2. 2
   workup.ADDITIONwere added to the mixture after 5 hours, 6 hours and 7 hours
3. 3
   その他respectively, from the beginning of the reaction
4. 4
   濃縮The reaction mixture was concentrated to dryness under reduced pressure
5. 5
   洗浄the residue was washed with ether and acetone

実験手順

N-benzyloxycarbonyl-3,4,5-trimethoxyanilinoacetaldehyde diethyl acetal (21 g) and 3,4-dihydroxyphenethylamine hydrochloride (8.3 g) were added to a mixture of n-butyl alcohol (210 ml) and water (30 ml) and then the mixture was refluxed for 11 hours in a stream of nitrogen. In the course of the reaction, amounts of the above-mentioned acetal (2.1 g, 2.1 g and 4.2 g) were added to the mixture after 5 hours, 6 hours and 7 hours, respectively, from the beginning of the reaction, respectively. The reaction mixture was concentrated to dryness under reduced pressure and the residue was washed with ether and acetone to give 1-(N-benzyloxycarbonyl-3,4,5-trimethoxyanilinomethyl)-6,7-dihydroxy,1,2,3,4-tetrahydroisoquinoline hydrochloride (16.3 g). The product was recrystallized from a mixed solvent of ethanol and ether to give a pure product, mp 197° to 199° C. (dec).

出典