반응 #590863
ord-ff978230dfc34c4180f71245d4f60ce8
반응 방정식
용매
반응 조건
상세 조건
See reaction.notes.procedure_details.
후처리
- 1추출after a further 30 min the aqueous phase was extracted with CH2Cl2 (2×70 mL)
- 2기타the combined organic phase were dried
- 3농축concentrated under reduced pressure
- 4기타the residue was purified by column chromatography on silica gel
- 5세척Elution with EtOAc/petroleum ether (1:1 to 1:0)
실험 절차
A solution of methyl 3-[bis(2-hydroxyethyl)amino]-2,6-dinitrobenzoate [Palmer et al., J. Med. Chem. 1996, 39, 2518] (7.24 g, 22 mmol) in CH2Cl2 (120 mL) was cooled in an ice-bath and Et3N (15 mL) and MsCl (8 mL) were added in one portion. After stirred for 10 min, satd. NaHCO3 (100 mL) was added, and after a further 30 min the aqueous phase was extracted with CH2Cl2 (2×70 mL), the combined organic phase were dried, concentrated under reduced pressure, and the residue was purified by column chromatography on silica gel. Elution with EtOAc/petroleum ether (1:1 to 1:0), gave crude methyl 3-(bis{2-[(methylsulfonyl)oxy]ethyl}amino)-2,6-dinitrobenzoate (16) (10.67 g, 100%) as a yellow oil;