o-Xylyl bromide → HCID 13879082, compound

Participants

Reaction Steps

In 100 ml of toluene were dissolved 4.8 g of 2,3,3-trimethylindolenine, 5.6 g of 2-methylbenzyl bromide, 4.7 g of α-nitroso-β-naphthol and 5.0 g of piperidine. Nitrogen gas was bubbled into the solution for 10 minutes and then the solution was refluxed in a nitrogen current for 2 hours. After the reaction, the reaction mixture was concentrated and then column chromatography separation was carried out by using silica gel as a supporting carrier and toluene as a developing solvent. The solvent was removed by distillation and the obtained solid was recrystallized from methanol to obtain a white crystal of 1-(2-methylbenzyl)-3,3-dimethylspiro[indoline-2,3'-[3H]-naphtho[2,1-b](1,4)-oxazine].

Provenance & Evidence