反应详情

A solution of 6.0 g. of 4-[N-carbobenzyloxy-N-(16-bromohexadecyl)amino]benzoyl chloride and 1.2 g. triethylamine in 100 ml. warm ether is treated with 1.1 g. of pyrrolidine. After 1 hour at reflux, the precipitate is filtered off and washed with warm ether. After evaporation in dryness, the intermediate is dissolved in 50 ml. 30% hydrobromic/acetic acid and warmed at 50° for 2 hours. The solvents are evaporated and the product is partitioned between methylene chloride and water. The layers are separated and the methylene chloride is evaporated. The residue is crystallized from acetone to yield colorless crystals.

1. temperatureAfter 1 hour at reflux
2. filtrationthe precipitate is filtered off
3. washwashed with warm ether
4. customAfter evaporation in dryness
5. dissolutionthe intermediate is dissolved in 50 ml
6. temperature30% hydrobromic/acetic acid and warmed at 50° for 2 hours
7. customThe solvents are evaporated
8. customthe product is partitioned between methylene chloride and water
9. customThe layers are separated
10. customthe methylene chloride is evaporated
11. customThe residue is crystallized from acetone
12. customto yield colorless crystals