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

HRID 1957130노트

반응식

HRID 1957130 반응식
[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

참가 물질

5

반응물 3

HCID 5234Sodium ChlorideHCID 104934926,7-Dichloro-2,3-dimethoxy-5-formylquinoxalineHCID 178418443HCID 178418443, 화합물

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-62fd8c3703064ac6b36a1fb7d70848bf
출처 데이터셋
uspto-grants-1998_07
특허 번호
US05783572

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