Sodium Chloride → 6,7-Dichloro-2,3-dimethoxy-5-(1-hydroxypropyl)-quinoxaline

HRID 1957130ノート

反応式

HRID 1957130 の反応式
[CH2:1]([Mg]Br)[CH3:2].[Cl:5][C:6]1[C:7]([CH:21]=[O:22])=[C:8]2[C:13](=[CH:14][C:15]=1[Cl:16])[N:12]=[C:11]([O:17][CH3:18])[C:10]([O:19][CH3:20])=[N:9]2.[Cl-].[Na+]>O1CCCC1>[Cl:5][C:6]1[C:7]([CH:21]([OH:22])[CH2:1][CH3:2])=[C:8]2[C:13](=[CH:14][C:15]=1[Cl:16])[N:12]=[C:11]([O:17][CH3:18])[C:10]([O:19][CH3:20])=[N:9]2

参加物

5

反応物 3

HCID 5234Sodium ChlorideHCID 104934926,7-Dichloro-2,3-dimethoxy-5-formylquinoxalineHCID 178418443HCID 178418443、化合物

生成物 1

HCID 108529296,7-Dichloro-2,3-dimethoxy-5-(1-hydroxypropyl)-quinoxaline収率 43%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

Ethylmagnesium bromide (9.08 mL, 3M in diethyl ether) was added to a suspension of 6,7dichloro-2,3-dimethoxy-5-formylquinoxaline (3.91 g, 13.62 mmol) (Preparation 2) in dry tetrahydrofuran (200 mL) under nitrogen at room temperature. After 30 minutes, saturated sodium chloride (50 mL) was added, and the product was extracted into ethyl acetate (2×100 mL). The combined extracts were dried (MgSO4) and concentrated under reduced pressure. Purification by flash chromatography (eluting with dichloromethane) gave 6,7-dichloro-2,3-dimethoxy-5-(1-hydroxypropyl)-quinoxaline (1.86 g, 43%), as a pale yellow solid.

後処理

  1. extractionthe product was extracted into ethyl acetate (2×100 mL)
  2. dry with materialThe combined extracts were dried (MgSO4)
  3. concentrationconcentrated under reduced pressure
  4. customPurification
  5. washby flash chromatography (eluting with dichloromethane)

出典と根拠

ORDレコード
ord-62fd8c3703064ac6b36a1fb7d70848bf
出典データセット
uspto-grants-1998_07
特許番号
US05783572

反応ノート

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