pentan-3-one O-(2-nitrophenyl)oxime → 2-Ethyl-3-methyl-7-nitrobenzo[b]furan

HRID 342414

反応式

HRID 342414 の反応式
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[O:10]N=C(CC)CC)([O-:3])=[O:2]>Cl.CO>[CH2:9]([C:4]1[O:10][C:5]2[C:4]([N+:1]([O-:3])=[O:2])=[CH:9][CH:8]=[CH:7][C:6]=2[C:5]=1[CH3:6])[CH3:8]

参加物

3

反応物 1

HCID 53768417pentan-3-one O-(2-nitrophenyl)oxime

生成物 1

HCID 702012322-Ethyl-3-methyl-7-nitrobenzo[b]furan収率 91.6%

試薬・触媒・溶媒 1

HCID 21893726Hydrochloride methanol溶媒

実験手順

A mixture of pentan-3-one O-(2-nitrophenyl)oxime (10.50 g) in 10% hydrogen chloride-methanol (105 ml) was refluxed for 4 hours. After concentration in vacuo, the residue was extracted with ethyl acetate and water. The obtained organic layer was washed with saturated aqueous sodium bicarbonate, brine and dried over, sodium sulfate. After evaporation in vacuo, the residue was purified by column chromatography on silica gel (eluate; ethyl acetate:n-hexane=1:6) to give a solid. The resulting solid was triturated with a mixture of ethanol and water (2:1) and the precipitate was collected to give 2-ethyl-3-methyl-7-nitrobenzo[b]furan (4.44 g).

後処理

  1. temperaturewas refluxed for 4 hours
  2. concentrationAfter concentration in vacuo
  3. extractionthe residue was extracted with ethyl acetate and water
  4. washThe obtained organic layer was washed with saturated aqueous sodium bicarbonate, brine
  5. dry with materialdried over, sodium sulfate
  6. customAfter evaporation in vacuo
  7. customthe residue was purified by column chromatography on silica gel (eluate; ethyl acetate:n-hexane=1:6)
  8. customto give a solid
  9. customThe resulting solid was triturated with a mixture of ethanol and water (2:1)
  10. customthe precipitate was collected

出典と根拠

ORDレコード
ord-1ff8c5dfd43a4351aebaadb2017d4f8a
出典データセット
uspto-grants-1999_01
特許番号
US05858995

関連ノート

読み込み中…