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3-Methoxyquinoxaline-5-carbaldehyde → HCID 67130948、化合物

HRID 527961
ノート
印刷プレビュー

反応式

HRID 527961 の反応式
[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
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 2

HCID 716074383-Methoxyquinoxaline-5-carbaldehydeHCID 178418922HCID 178418922、化合物

生成物 1

HCID 67130948HCID 67130948、化合物収率 88%

試薬・触媒・溶媒 3

HCID 74505Methyltriphenyliphosphonium bromide触媒HCID 3283Diethyl Ether溶媒HCID 8028Tetrahydrofuran
溶媒
2 回

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-ae5ef46372ee42d4aca6ad4cd91715eb
出典データセット
uspto-grants-2016_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09346804B2

反応ノート

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