Sulfuric Acid → 2-(3-Carboxymethyl-4-nitrophenyl)propionic acid

HRID 1873230ノート

反応式

HRID 1873230 の反応式
S(=O)(=O)(O)O.C([CH:8]([C:30]([O:32]CC)=[O:31])[C:9]1[CH:10]=[C:11]([C:18](C)([C:24](OCC)=O)[C:19]([O:21]CC)=[O:20])[CH:12]=[CH:13][C:14]=1[N+:15]([O-:17])=[O:16])#N>C(O)(=O)C.O>[C:30]([CH2:8][C:9]1[CH:10]=[C:11]([CH:18]([CH3:24])[C:19]([OH:21])=[O:20])[CH:12]=[CH:13][C:14]=1[N+:15]([O-:17])=[O:16])([OH:32])=[O:31]

参加物

5

反応物 2

HCID 1118Sulfuric AcidHCID 18688664HCID 18688664、化合物

生成物 1

HCID 186886652-(3-Carboxymethyl-4-nitrophenyl)propionic acid収率 75%

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒HCID 962Water溶媒2 回

実験手順

In acetic acid (1 mL) was dissolved diethyl 2-[3-[cyano(ethoxycarbonyl)methyl]-4-nitrophenyl]-2-methylmalonate (obtained in the same manner as in Example 5, 406 mg, 1 mmol.). The solution was heated for 36 hours under reflux, after addition of water (0.9 mL) and concentrated sulfuric acid (0.1 mL). The reaction mixture was diluted with water, and then extracted with ethyl acetate. The ethyl acetate portion was washed successively with water and an aqueous saturated sodium chloride solution, and dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure, to give 189 mg (yield: 75%) of the desired compound as a brown crystalline product.

後処理

  1. customobtained in the same manner as in Example 5, 406 mg, 1 mmol
  2. temperatureThe solution was heated for 36 hours
  3. temperatureunder reflux
  4. extractionextracted with ethyl acetate
  5. washThe ethyl acetate portion was washed successively with water
  6. dry with materialan aqueous saturated sodium chloride solution, and dried over anhydrous sodium sulfate
  7. distillationThe solvent was distilled off under reduced pressure

出典と根拠

ORDレコード
ord-3f3d3f0aee314d63b4e08d36aa4c27da
出典データセット
uspto-grants-2000_08
特許番号
US06111115

反応ノート

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