Potassium Nitrate → Methyl 4-(4-fluoro-5-methyl-2-nitrophenyl)butanoate

HRID 355977ノート

反応式

HRID 355977 の反応式
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][CH2:10][C:11]([O:13][CH3:14])=[O:12])=[CH:4][C:3]=1[CH3:15].[N+:16]([O-])([O-:18])=[O:17].[K+]>S(=O)(=O)(O)O>[F:1][C:2]1[CH:7]=[C:6]([N+:16]([O-:18])=[O:17])[C:5]([CH2:8][CH2:9][CH2:10][C:11]([O:13][CH3:14])=[O:12])=[CH:4][C:3]=1[CH3:15]

参加物

4

反応物 2

HCID 24434Potassium NitrateHCID 22449491Methyl 4-(4-fluoro-3-methylphenyl)butanoate

生成物 1

HCID 22449411Methyl 4-(4-fluoro-5-methyl-2-nitrophenyl)butanoate

試薬・触媒・溶媒 1

HCID 1118Sulfuric Acid溶媒2 回

実験手順

The compound obtained in (2) above (10.9 gm) was added to 6 ml of cold concentrated sulfuric acid, and to the mixture was dropwise added 5.8 gm of potassium nitrate in 15 ml of concentrated sulfuric acid, while maintaining the internal temperature below 5° C. After the addition, the mixture was stirred for a further 20 minutes. The reaction product was poured into ice-cold water and extracted with ethyl acetate. The ethyl acetate layer was dried over anhydrous sodium sulfate and the solvent was evaporated. The residue was subjected to silica gel column chromatography using a hexane-ethyl acetate (90:7) mixed solvent as an eluant to obtain fractions containing the target compound. The fractions were concentrated to produce 7.1 gm of the title compound.

後処理

  1. temperaturewhile maintaining the internal temperature below 5° C
  2. additionAfter the addition
  3. additionThe reaction product was poured into ice-cold water
  4. extractionextracted with ethyl acetate
  5. dry with materialThe ethyl acetate layer was dried over anhydrous sodium sulfate
  6. customthe solvent was evaporated
  7. additionmixed solvent as an eluant
  8. customto obtain fractions
  9. additioncontaining the target compound
  10. concentrationThe fractions were concentrated

出典と根拠

ORDレコード
ord-b2a7565fd5ae478ca91b767c22a494b1
出典データセット
uspto-grants-1998_11
特許番号
US05834476

反応ノート

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