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Sodium borohydride → HCID 66736400, 화합물

HRID 1640514
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HRID 1640514 반응식
[CH3:1][O:2][C:3]1[CH:4]=[N:5][C:6]2[CH:7]=[CH:8][CH:9]=[C:10]([CH:13]=[O:14])[C:11]=2[N:12]=1.[BH4-].[Na+]>CCO>[CH3:1][O:2][C:3]1[CH:4]=[N:5][C:6]2[C:11]([N:12]=1)=[C:10]([CH2:13][OH:14])[CH:9]=[CH:8][CH:7]=2
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참가 물질

4

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HCID 4311764Sodium borohydrideHCID 716074383-Methoxyquinoxaline-5-carbaldehyde

생성물 1

HCID 66736400HCID 66736400, 화합물수율 71.4%

시약·촉매·용매 1

HCID 702Ethanol용매

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온도
0 °C

실험 절차

To a stirred suspension of 3-methoxy-quinoxaline-5-carbaldehyde (4.05 g, 21.5 mmol; see WO 2006/032466) in EtOH (150 mL) cooled at 0° C., NaBH4 (814 mg, 21.5 mmol) was added in one portion. The reaction mixture was warmed to rt and stirred for 1 h. The mixture was quenched at 0° C. by addition of 1M HCl until H2 evolvement ceased, then concentrated under reduced pressure. The phases were separated between EA and sat. aq. NaHCO3, the org. layer was dried over MgSO4 and concentrated under reduced pressure. The residue was chromatographed on SiO2 (DCM-MeOH—NH4OH: 1000:50:4) to afford the title alcohol as a dark yellow solid (2.92 g, 71% yield).

후처리

  1. temperatureThe reaction mixture was warmed to rt
  2. customThe mixture was quenched at 0° C. by addition of 1M HCl until H2 evolvement
  3. concentrationconcentrated under reduced pressure
  4. customThe phases were separated between EA and sat. aq. NaHCO3
  5. dry with materiallayer was dried over MgSO4
  6. concentrationconcentrated under reduced pressure
  7. customThe residue was chromatographed on SiO2 (DCM-MeOH—NH4OH: 1000:50:4)

출처 및 근거

ORD 기록
ord-ba87d30395664a4fb2055250c5ce0936
출처 데이터셋
uspto-grants-2012_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08114867B2

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