Water → HCID 178441857、化合物

HRID 486489ノート

反応式

HRID 486489 の反応式
[CH2:1]([C:5]1[NH:6][C:7]2[C:12]([C:13](=[O:15])[N:14]=1)=[CH:11][C:10]([CH2:16][OH:17])=[CH:9][CH:8]=2)[CH2:2][CH2:3][CH3:4].[Cr](O[Cr]([O-])(=O)=O)([O-])(=O)=O.[NH+]1C=CC=CC=1.[NH+]1C=CC=CC=1.O>CN(C)C=O>[CH2:1]([C:5]1[NH:6][C:7]2[C:12]([C:13](=[O:15])[N:14]=1)=[CH:11][C:10]([CH:16]=[O:17])=[CH:9][CH:8]=2)[CH2:2][CH2:3][CH3:4]

参加物

5

反応物 3

HCID 962WaterHCID 2724130Cornforth reagentHCID 178441858HCID 178441858、化合物

生成物 1

HCID 178441857HCID 178441857、化合物収率 90.8%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a solution of 0.3 g of 2-butyl-6-(hydroxymethyl)-4(1H)-quinazolinone in 3.5 ml of dry N,N-dimethylformamide is added 1.7 g of pyridinium dichromate. The reaction mixture is stirred at room temperature for 16 hours and then poured into 125 ml of water. The resulting precipitate is removed by filtration and the filtrate extracted with 9:1 chloroformmethanol. The combined organic extracts are dried over magnesium sulfate, filtered and concentrated in vacuo and combined with the precipitate above. The combined solids are purified by flash chromatography on silica gel by eluting with 1:1 ethyl acetate-hexanes to give 0.27 g of the desired product. CI MASS SPEC 231(M+H).

後処理

  1. customThe resulting precipitate is removed by filtration
  2. extractionthe filtrate extracted with 9:1 chloroformmethanol
  3. dry with materialThe combined organic extracts are dried over magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo
  6. customThe combined solids are purified by flash chromatography on silica gel
  7. washby eluting with 1:1 ethyl acetate-hexanes

出典と根拠

ORDレコード
ord-8a7412dcd3cc4587899ca2d3444d1504
出典データセット
uspto-grants-1994_03
特許番号
US05292734

反応ノート

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