Acrylonitrile → HCID 68292301、化合物

HRID 1504963ノート

反応式

HRID 1504963 の反応式
[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([CH:10]([C:15]([O:17][CH3:18])=[O:16])[C:11]([O:13][CH3:14])=[O:12])=[N:8][CH:9]=1)([O-:3])=[O:2].[C:19](#[N:22])[CH:20]=[CH2:21].CO[Na]>CO>[C:19]([CH2:20][CH2:21][C:10]([C:7]1[CH:6]=[CH:5][C:4]([N+:1]([O-:3])=[O:2])=[CH:9][N:8]=1)([C:15]([O:17][CH3:18])=[O:16])[C:11]([O:13][CH3:14])=[O:12])#[N:22]

参加物

5

反応物 3

HCID 7855AcrylonitrileHCID 2764544HCID 2764544、化合物HCID 178418582HCID 178418582、化合物

生成物 1

HCID 68292301HCID 68292301、化合物収率 26.2%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a solution of compound 75 (10.5 g, 41 mmol) and acrylonitrile (17.4 g, 328 mmol) in absolute CH3OH (100 mL) was added a catalytic amount of CH3ONa (216 mg, 4 mmol) at room temperature with stirring under N2. The mixture was stirred at room temperature for 10 h under N2. The mixture was diluted with aqNaHCO3 and extracted with DCM. The combined organic layers were washed with brine, dried over Na2SO4, concentrated and purified with silica gel column chromatography (PE:EtOAc=5:1) to give compound 76 (3.3 g, 20%) as a light yellow oil.

後処理

  1. stirringThe mixture was stirred at room temperature for 10 h under N2
  2. additionThe mixture was diluted with aqNaHCO3
  3. extractionextracted with DCM
  4. washThe combined organic layers were washed with brine
  5. dry with materialdried over Na2SO4
  6. concentrationconcentrated
  7. custompurified with silica gel column chromatography (PE:EtOAc=5:1)

出典と根拠

ORDレコード
ord-af0707846eda4e4b8a1cc0f479cbdd6d
出典データセット
uspto-grants-2015_12
特許番号
US09216957B2

反応ノート

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