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3-Methoxyquinoxaline-5-carbaldehyde → HCID 67130948, 화합물

HRID 1916320
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HRID 1916320 반응식
[C:1](O[K])(C)(C)C.[CH3:7][O:8][C:9]1[CH:10]=[N:11][C:12]2[CH:13]=[CH:14][CH:15]=[C:16]([CH:19]=O)[C:17]=2[N:18]=1>[Br-].C[P+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.C1COCC1.CCOCC>[CH3:7][O:8][C:9]1[CH:10]=[N:11][C:12]2[C:17](=[C:16]([CH:19]=[CH2:1])[CH:15]=[CH:14][CH:13]=2)[N:18]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 2

HCID 716074383-Methoxyquinoxaline-5-carbaldehydeHCID 178418922HCID 178418922, 화합물

생성물 1

HCID 67130948HCID 67130948, 화합물수율 88%

시약·촉매·용매 3

HCID 74505Methyltriphenyliphosphonium bromide촉매HCID 3283Diethyl Ether용매HCID 8028Tetrahydrofuran
용매
2회

실험 절차

A suspension of methyltriphenylphosphonium bromide (22.78 g) in THF (200 mL) was treated with tBuOK (7.15 g) and further stirred at rt for 1 h. The mixture was cooled to 0° C. and treated with a solution of 3-methoxy-5-quinoxalinecarboxaldehyde (10.0 g; prepared according to WO 2006/021448) in THF (100 mL). The mixture was further stirred at rt for 3 h, diluted with ether and washed with water and an aq. sat. NH4Cl solution. The org. phase was dried over MgSO4 and concentrated under reduced pressure. The residue was crystallized from ether and the crystals were filtered off. The mother liquor was purified by CC (Hex/EA 1:1), affording a light orange solid (8.70 g; 88% yield).

후처리

  1. temperatureThe mixture was cooled to 0° C.
  2. stirringThe mixture was further stirred at rt for 3 h
  3. washwashed with water
  4. dry with materialphase was dried over MgSO4
  5. concentrationconcentrated under reduced pressure
  6. customThe residue was crystallized from ether
  7. filtrationthe crystals were filtered off
  8. customThe mother liquor was purified by CC (Hex/EA 1:1)
  9. customaffording a light orange solid (8.70 g; 88% yield)

출처 및 근거

ORD 기록
ord-708bd1467b1a4922988db9072b8b9bb2
출처 데이터셋
uspto-grants-2013_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08618092B2

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