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Benzene → 2-(2-Methylpropanoyloxy)ethyl 2-methylpropanoate

HRID 2254354
ノート
印刷プレビュー

反応式

HRID 2254354 の反応式
C(O)[CH2:2][CH2:3][OH:4].C1C=CC=CC=1.[C:12]([OH:17])(=[O:16])[CH:13]([CH3:15])[CH3:14].[OH2:18].[C:19]1([CH3:29])[CH:24]=CC(S(O)(=O)=O)=C[CH:20]=1>O>[CH3:14][CH:13]([CH3:15])[C:12]([O:17][CH2:2][CH2:3][O:4][C:24](=[O:18])[CH:19]([CH3:20])[CH3:29])=[O:16]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 241BenzeneHCID 6590Isobutyric AcidHCID 104421,3-PropanediolHCID 521998p-Toluenesulfonic acid monohydrate

生成物 1

HCID 2442882-(2-Methylpropanoyloxy)ethyl 2-methylpropanoate収率 850.4%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
10 °C

実験手順

A mixture of 28.0 ml (31.0 g, 0.5 mole) of ethylene glycol (VIII), 200 ml of benzene, 111.6 ml (105.8 g, 1.2 mole) of isobutyric acid and 9.5 g (0.05 mole) of p-toluenesulfonic acid monohydrate is stirred under reflux for 2.5 hours, while the water being formed is continuously separated by using a Dean-Stark apparatus. Then the mixture is cooled to about 10° C., extracted three times with 100 ml of ice-cold 1N aqueous sodium hydroxide solution, washed with water until neutral, dried over sodium sulfate and the solvent is distilled off under reduced pressure. The crude product obtained in almost quantitative yield is subjected to fractional distillation under reduced pressure. Thus 86.0 g of the desired compound are obtained in the form of a colourless oil. Yield: 85.0 %. B.p.: 74°-76° C./107 Pa. According to gas-chromatography the product is homogeneous and contains 0.3% by weight of water (determined according to Karl Fisher's method). The product thus obtained can be used directly in the next reaction step.

後処理

  1. customformed
  2. customis continuously separated
  3. extractionextracted three times with 100 ml of ice-cold 1N aqueous sodium hydroxide solution
  4. washwashed with water until neutral,
  5. dry with materialdried over sodium sulfate
  6. distillationthe solvent is distilled off under reduced pressure
  7. customThe crude product obtained in almost quantitative yield
  8. distillationis subjected to fractional distillation under reduced pressure

出典と根拠

ORDレコード
ord-4f248dfbc1ae4fa09cf3754b82157ab5
出典データセット
uspto-grants-1993_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05235097

反応ノート

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