Nitronium tetrafluoroborate → HCID 19895665、化合物

HRID 1073878ノート

反応式

HRID 1073878 の反応式
[CH3:1][C:2]1([CH3:19])[CH2:7][CH:6]([C:8]2[C:13]([CH3:14])=[CH:12][CH:11]=[CH:10][N:9]=2)[C:5]2[CH:15]=[CH:16][CH:17]=[CH:18][C:4]=2[O:3]1.F[B-](F)(F)F.[O:25]=[N+:26]=[O:27]>C(#N)C>[CH3:1][C:2]1([CH3:19])[CH2:7][CH:6]([C:8]2[C:13]([CH3:14])=[CH:12][CH:11]=[CH:10][N:9]=2)[C:5]2[CH:15]=[C:16]([N+:26]([O-:27])=[O:25])[CH:17]=[CH:18][C:4]=2[O:3]1

参加物

4

反応物 2

HCID 11073463Nitronium tetrafluoroborateHCID 19895670HCID 19895670、化合物

生成物 1

HCID 19895665HCID 19895665、化合物収率 46.4%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

685 mg of 3,4-dihydro-2,2-dimethyl-4-(3-methyl-2-pyridyl)-2H-1-benzopyran were dissolved in 20 ml of acetonitrile at room temperature and 360 mg of nitronium tetrafluoroborate were added. After 30 minutes the solvent was removed by evaporation and ethyl acetate and water were added. The organic phase was dried over sodium sulphate and evaporated. The residue was chromatographed on silica gel using ethyl acetate/petroleum ether (1:4) for the elution. There were obtained 374 mg of 3,4-dihydro-2,2-dimethyl-4-(3-methyl-2-pyridyl) -6-nitro-2H-1-benzopyran in the form of a solid of melting pOint 164-165° C. after recrystallization from t-butyl methyl ether.

後処理

  1. customAfter 30 minutes the solvent was removed by evaporation and ethyl acetate and water
  2. additionwere added
  3. dry with materialThe organic phase was dried over sodium sulphate
  4. customevaporated
  5. customThe residue was chromatographed on silica gel
  6. washfor the elution

出典と根拠

ORDレコード
ord-edd95b701db0438ba99668e1e19dcf25
出典データセット
uspto-grants-1990_11
特許番号
US04971982

反応ノート

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