反应详情

A mixture of 2-((6-chrysenylmethyl)amino)-2-methyl-1,3-propanediol hydrochloride (1B, 5.0 g, 13.1 mmol) and acetylchloride (Aldrich, 5.0 mL, 70.3 mmol) was refluxed in dry THF (200 mL) under N2 for 12 h. The reaction mixture was poured into a satd. NaHCO3 solution (500 mL) and extracted with EtOAc (3×500 mL). The EtOAc layes were combined, dried (K2CO3) and filtered to give a slightly yellow liquid. The solvent was removed to give an off-white solid. This was recrystallized 3× from PhCH3 /hexane (1:1). After filtration and drying, 3.67 g (65.2%) of 2-((6-chrysenylmethyl)amino)-2-methyl-1,3-propanediol diacetate was obtained mp 136°-137.5°, (C, H, N).

1. additionThe reaction mixture was poured into a satd
2. extractionNaHCO3 solution (500 mL) and extracted with EtOAc (3×500 mL)
3. dry with materialdried (K2CO3)
4. filtrationfiltered
5. customto give a slightly yellow liquid
6. customThe solvent was removed
7. customto give an off-white solid
8. customThis was recrystallized 3× from PhCH3 /hexane (1:1)
9. filtrationAfter filtration
10. customdrying