Tert-Butyl nitrite → Methyl 5-methyl-1,3-thiazole-4-carboxylate
반응식
N[C:2]1[S:3][C:4]([CH3:11])=[C:5]([C:7]([O:9][CH3:10])=[O:8])[N:6]=1.N(OC(C)(C)C)=O>O1CCCC1.O>[CH3:11][C:4]1[S:3][CH:2]=[N:6][C:5]=1[C:7]([O:9][CH3:10])=[O:8]참가 물질
5
반응 조건
- 온도
- 50 °C
실험 절차
To a solution of methyl 2-amino-5-methyl-1,3-thiazole-4-carboxylate (2.15 g, 12.5 mmol) in tetrahydrofuran (60 mL) was slowly added tert-butyl nitrite (2.23 mL, 18.7 mmol) with stirring at 50° C., and the mixture was stirred at 60° C. for 2 hr. The mixture was diluted with water (100 mL), and extracted with ethyl acetate (100 mL×2). The organic layer was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (hexane/ethyl acetate=80/20→0/100) to give the title compound (1.17 g, yield 60%).
후처리
- stirringthe mixture was stirred at 60° C. for 2 hr
- extractionextracted with ethyl acetate (100 mL×2)
- concentrationThe organic layer was concentrated under reduced pressure
- customthe residue was purified by silica gel column chromatography (hexane/ethyl acetate=80/20→0/100)
출처 및 근거
- ORD 기록
- ord-1b03c835bd3b4b39bd8286f2dd644630
- 출처 데이터셋
- uspto-grants-2011_10
- 특허 번호
- US08034812B2
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