反应详情

To a solution of ethyl 3-bromo-5-nitro-4-[(trifluoroacetyl)amino]benzoate (D214) (12.0 g, 31.3 mmol, 1 equiv) in CH3CN (100 ml) was added K2CO3 (5.6 g, 40 mmol, 1.3 equiv) and 1-bromo-3-methyl-2-butene (5.1 ml, 43.8 mmol, 1.4 equiv) and the resulting mixture was refluxed for 1 h then cooled to room temperature. The precipitate formed was filtered off through a pad of celite and washed with CH3CN. The combined organic layers were concentrated in vacuo and the residue diluted with AcOEt. The organic layer was washed with brine, dried over MgSO4 and concentrated in vacuo. Purification of the residue by flash chromatography on silica gel (iso-hexane/AcOEt: 9/1 to 4/1) gave ethyl 3-bromo-4-[(3-methyl-2-buten-1-yl)(trifluoroacetyl)amino]-5-nitrobenzoate (D215) (12.9 g, 91%) as an orange oil.

1. temperaturethe resulting mixture was refluxed for 1 h
2. customThe precipitate formed
3. filtrationwas filtered off through a pad of celite
4. washwashed with CH3CN
5. concentrationThe combined organic layers were concentrated in vacuo
6. additionthe residue diluted with AcOEt
7. washThe organic layer was washed with brine
8. dry with materialdried over MgSO4
9. concentrationconcentrated in vacuo
10. customPurification of the residue by flash chromatography on silica gel (iso-hexane/AcOEt: 9/1 to 4/1)