Hydrochloric Acid → Fenoprofen Ethyl Ester

HRID 614657

反応式

HRID 614657 の反応式
[O:1]([C:8]1[CH:9]=[C:10]([CH:14]([CH3:18])[C:15]([OH:17])=[O:16])[CH:11]=[CH:12][CH:13]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.[OH-].[Na+].[CH2:22](O)[CH3:23]>>[O:1]([C:8]1[CH:9]=[C:10]([CH:14]([CH3:18])[C:15]([O:17][CH2:22][CH3:23])=[O:16])[CH:11]=[CH:12][CH:13]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

参加物

5

反応物 4

HCID 313Hydrochloric AcidHCID 702Ethanol2 回HCID 3342FenoprofenHCID 14798Sodium Hydroxide

生成物 1

HCID 13585021Fenoprofen Ethyl Ester

実験手順

Two hundred grams of 2-(3-phenoxyphenyl)propionic acid, prepared according to Example 2, were dissolved in 1500 ml. of ethanol, and hydrogen chloride gas was passed into the ethanolic solution until it was saturated. The reaction mixture was then refluxed with stirring overnight after which a large portion of the ethanol was evaporated in vacuo, and the remaining reaction mixture was poured into ice water. The reaction mixture was basified with 10 percent sodium hydroxide, and extracted twice with ethyl ether. The combined ether extracts were washed twice with water and dried over sodium sulfate. The ethyl ether was evaporated, leaving crude ethyl 2-(3-phenoxyphenyl)propionate as an oily residue. The preparation was repeated with an additional 200 g. of 2-(3-phenoxyphenyl)propionic acid. The crude residues were combined and distilled through a 15 cm. Vigreux column to yield 339.9 g. of ethyl 2-(3-phenoxyphenyl)propionate, b.p., 128°-134° C./0.15 mm., nD25 = 1.5458.

後処理

  1. dissolutionwere dissolved in 1500 ml
  2. temperatureThe reaction mixture was then refluxed
  3. customwas evaporated in vacuo
  4. customthe remaining reaction mixture
  5. extractionextracted twice with ethyl ether
  6. washThe combined ether extracts were washed twice with water
  7. dry with materialdried over sodium sulfate
  8. customThe ethyl ether was evaporated

出典と根拠

ORDレコード
ord-e00dd4977d934938b8358f239f951228
出典データセット
uspto-grants-1979_03
特許番号
US04145557

関連ノート

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