Dichloromethane → 1-((3-Bromofuran-2-yl)methyl)pyrrolidine

HRID 2190258

반응식

HRID 2190258 반응식
[Br:1][C:2]1[CH:6]=[CH:5][O:4][C:3]=1[CH:7]=O.[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:6]=[CH:5][O:4][C:3]=1[CH2:7][N:9]1[CH2:13][CH2:12][CH2:11][CH2:10]1

참가 물질

6

반응물 4

HCID 6344DichloromethaneHCID 31268PyrrolidineHCID 33672713-Bromo-2-furaldehydeHCID 5049666Sodium triacetoxyborohydride

생성물 1

HCID 710658951-((3-Bromofuran-2-yl)methyl)pyrrolidine수율 65%

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

To a solution of 3-bromofuran-2-carbaldehyde (1.5 g, 8.57 mmol) and pyrrolidine (1.42 mL, 17.14 mmol) and CH2Cl2 (30 mL) was added sodium triacetoxyborohydride (3.63 g, 17.14 mmol). The mixture was stirred at room temperature for 5 hours. The resulting mixture was diluted with EtOAc (300 mL) and the organic layer was washed with saturated NaHCO3 and brine then dried (Na2SO4), filtered and concentrated. The residue was purified by column chromatography (silica, 0-10% MeOH in CH2Cl2) to afford the sub-title compound (1.26 g, 65%).

후처리

  1. washthe organic layer was washed with saturated NaHCO3 and brine
  2. dry with materialthen dried (Na2SO4)
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customThe residue was purified by column chromatography (silica, 0-10% MeOH in CH2Cl2)

출처 및 근거

ORD 기록
ord-9a38e33b6d0f452ea1095034341dbbae
출처 데이터셋
uspto-grants-2012_12
특허 번호
US08324264B1

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