Ethanol → Ethyl 2-(4-nitrophenyl)butanoate

HRID 1904019ノート

反応式

HRID 1904019 の反応式
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([CH:10]([CH2:14][CH3:15])[C:11]([OH:13])=[O:12])=[CH:6][CH:5]=1)([O-:3])=[O:2].S(=O)(=O)(O)O.[CH2:21](O)[CH3:22]>>[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([CH:10]([CH2:14][CH3:15])[C:11]([O:13][CH2:21][CH3:22])=[O:12])=[CH:8][CH:9]=1)([O-:3])=[O:2]

参加物

4

反応物 3

HCID 702EthanolHCID 1118Sulfuric AcidHCID 240472-(4-Nitrophenyl)butyric acid

生成物 1

HCID 237528Ethyl 2-(4-nitrophenyl)butanoate収率 48%

実験手順

In 250 ml of ethanol was dissolved 16.71 g (0.08 mole) of 2-(4-nitrophenyl)-n-butyric acid and 15 ml of conc. sulfuric acid was then added and heated under reflux for 3.5 hours on an oil bath. After the ethanol was distilled off in vacuo, the residue was neutralized with saturated sodium bicarbonate solution and extracted with ethyl acetate. The ethyl acetate layer was washed with saturated sodium chloride solution and dried over sodium sulfate. After the ethyl acetate was distilled off in vacuo, the residue was subjected to silica gel chromatography eluting with a mixture of benzene and n-hexane (1:1) to give 9.13 g (0.0385 mole, 48% yield) of ethyl 2-(4-nitrophenyl)-n-butyrate.

後処理

  1. additionwas then added
  2. temperatureheated
  3. temperatureunder reflux for 3.5 hours on an oil bath
  4. distillationAfter the ethanol was distilled off in vacuo
  5. extractionextracted with ethyl acetate
  6. washThe ethyl acetate layer was washed with saturated sodium chloride solution
  7. dry with materialdried over sodium sulfate
  8. distillationAfter the ethyl acetate was distilled off in vacuo
  9. washeluting with a mixture of benzene and n-hexane (1:1)

出典と根拠

ORDレコード
ord-73f17147e9ee400cac74000bfc31d0cf
出典データセット
uspto-grants-1984_03
特許番号
US04439448

反応ノート

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