Dichloromethane → 1-((4-Bromofuran-2-yl)methyl)pyrrolidine
반응식
[Br:1][C:2]1[CH:3]=[C:4]([CH:7]=O)[O:5][CH:6]=1.[NH:9]1[CH2:13][CH2:12][CH2:11][CH2:10]1.C(Cl)Cl.C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+]>CCOC(C)=O>[Br:1][C:2]1[CH:3]=[C:4]([CH2:7][N:9]2[CH2:13][CH2:12][CH2:11][CH2:10]2)[O:5][CH:6]=1참가 물질
6
실험 절차
To a solution of 4-bromofuran-2-carbaldehyde (500 mg, 2.85 mmol) and pyrrolidine (0.47 mL, 5.74 mmol) and CH2Cl2 (10 mL) was added sodium triacetoxyborohydride (1.2 g, 5.71 mmol). The mixture was stirred at room temperature overnight. The resulting mixture was diluted with EtOAc (100 mL) and the organic layer was washed with brine then dried (Na2SO4), filtered and concentrated. The residue was purified by column chromatography (silica, 0-5% MeOH in CH2Cl2) to afford the sub-title compound (400 mg, 61%).
후처리
- washthe organic layer was washed with brine
- dry with materialthen dried (Na2SO4)
- filtrationfiltered
- concentrationconcentrated
- customThe residue was purified by column chromatography (silica, 0-5% MeOH in CH2Cl2)
출처 및 근거
- ORD 기록
- ord-b67cc13bde4c4d6d83486df538e77bc6
- 출처 데이터셋
- uspto-grants-2012_12
- 특허 번호
- US08324264B1
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