반응 #88619
ord-6144d4969a1043b8b6dfe3cc948f490d
반응 방정식
반응 조건
온도
65°CELSIUS
상세 조건
See reaction.notes.procedure_details.
후처리
- 1온도cooled to RT
- 2세척The organic layer was washed with aq. 1N LiCl (3×30 mL)
- 3건조dried over Na2SO4
- 4농축concentrated to a residue which
- 5기타was purified by chromatography
- 6세척eluted with PE/EA (5:1 to 1:1)
실험 절차
To a solution of 1,6-dimethyl-5-nitropyrimidine-2,4(1H,3H)-dione (6 g, 0.032 mol) in DMF (20 mL) was added 2-(3-bromopropoxy)tetrahydro-2H-pyran (10.85 g, 0.049 mol) and K2CO3 (13.44 g, 0.097 mol). The reaction was heated at 65° C. for 2 h, cooled to RT then diluted with EA (20 mL) and water (20 mL). The organic layer was washed with aq. 1N LiCl (3×30 mL), dried over Na2SO4 and concentrated to a residue which was purified by chromatography eluted with PE/EA (5:1 to 1:1) to give 1,6-dimethyl-5-nitro-3-(3-((tetrahydro-2H-pyran-2-yl)oxy)propyl) pyrimidine-2,4(1H,3H)-dione (5 g, 47.1% yield) as a yellow oil. LCMS: [MH+-THP] 244 and TR=1.180 min. Used without further purification.