反应详情

0.55 g (1.5 mmol) of 6-benzyloxy-4-methoxymethyl-β-carboline-3-carbaldehyde oxime is dissolved in 30 ml of dry DMF and combined with 0.3 g (1.7 mmol) of N-bromosuccinimide (dissolved in 5 ml of DMF). The reaction mixture is stirred for 10 minutes at room temperature and then 1.5 eq. of trimethylsilylacetylene and 1 ml of triethylamine are added. After 4 hours of agitation at room temperature, 5 ml of 1-molar sodium hydroxide solution is added and subsequently agitation is continued for another hour. The solution is poured into ice water and extracted with ethyl acetate. The organic phase is dried over magnesium sulfate and the solvent drawn off. The resultant product is purified by column chromatography on silica gel with ethyl acetate as the eluent. Melting point: 123°-126° C.

1. waitAfter 4 hours of agitation at room temperature
2. waitsubsequently agitation is continued for another hour
3. extractionextracted with ethyl acetate
4. dry with materialThe organic phase is dried over magnesium sulfate
5. customThe resultant product is purified by column chromatography on silica gel with ethyl acetate as the eluent