Trimethyltin chloride → 2-Methyl-5-(trimethylstannyl)thiazole
반응식
C([Li])CCC.[CH3:6][C:7]1[S:8][CH:9]=[CH:10][N:11]=1.Cl[Sn:13]([CH3:16])([CH3:15])[CH3:14]>C1COCC1>[CH3:6][C:7]1[S:8][C:9]([Sn:13]([CH3:16])([CH3:15])[CH3:14])=[CH:10][N:11]=1참가 물질
5
반응 조건
- 온도
- -78 °C
실험 절차
Butyllithium (1.6M in THF, 3.5 ml, 5.5 mmol) was added to a stirred solution of 2-methylthiazole (0.45 ml, 5.0 mmol) in THF (15 mL) at −78° C. The reaction mixture was stirred at −78° C. for 40 min. Chlorotrimethylstannane (1M in THF, 5.0 ml, 5.0 mmol) was added. Stirring was continued at −78° C. for 45 min. The reaction mixture was quenched with a satured aqueous solution of NaHCO3. The aqueous layer was extracted with Et2O. The organic extracts were dried over MgSO4, filtered and concentrated in vacuo. Used in the next step without purification (obtained 1.29 g). MS m/z=264.1. Calc'd for C7H13NSSn: 261.94.
후처리
- stirringStirring
- waitwas continued at −78° C. for 45 min
- customThe reaction mixture was quenched with a satured aqueous solution of NaHCO3
- extractionThe aqueous layer was extracted with Et2O
- dry with materialThe organic extracts were dried over MgSO4
- filtrationfiltered
- concentrationconcentrated in vacuo
- customUsed in the next step without purification (obtained 1.29 g)
출처 및 근거
- ORD 기록
- ord-943bb78d112d4fcaa64625a57cd98ea3
- 출처 데이터셋
- uspto-grants-2013_09
- 특허 번호
- US08524900B2
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