反应详情

To a stirred suspension of 1.30 g. LiAlH4 in 20 ml. THF there was added 9.17 g. (0.034 mole) of N-formyl-p-(1-adamantyloxy)aniline in 200 ml. THF. Following 8 hours heating at reflux the mixture was cooled in ice and treated in turn with 1.3 ml. each of H2O and 15% NaOH and 4.9 ml. H2O. The inorganic gel was removed on a filter and the filtrate taken to dryness. The residue was recrystallized from Me2CO:SSB to give 5.96 g. (79%) of amine, N-methyl-p(1-adamantyloxy)aniline m.p. 134°-136°.

1. additionTo a stirred suspension of 1.30 g
2. temperatureheating
3. temperatureat reflux the mixture
4. temperaturewas cooled in ice
5. additiontreated in turn with 1.3 ml
6. customThe inorganic gel was removed on
7. filtrationa filter
8. customThe residue was recrystallized from Me2CO
9. customSSB to give 5.96 g