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Sodium borohydride → HCID 66736400、化合物

HRID 1640514
ノート
印刷プレビュー

反応式

HRID 1640514 の反応式
[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
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 4311764Sodium borohydrideHCID 716074383-Methoxyquinoxaline-5-carbaldehyde

生成物 1

HCID 66736400HCID 66736400、化合物収率 71.4%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
0 °C

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-ba87d30395664a4fb2055250c5ce0936
出典データセット
uspto-grants-2012_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08114867B2

反応ノート

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