Water → 3,3-Dimethyl-5-oxohexanoic acid

HRID 1248998

反応式

HRID 1248998 の反応式
[O:1]=[C:2]1[CH2:9][C:6]([CH3:8])([CH3:7])[CH2:5][C:4](C)=[CH:3]1.[OH2:11].[O:12]=[O+][O-]>C(O)(=O)C>[O:11]=[C:4]([CH3:3])[CH2:5][C:6]([CH3:8])([CH3:7])[CH2:9][C:2]([OH:1])=[O:12]

参加物

5

反応物 3

HCID 962Water2 回HCID 6544IsophoroneHCID 24823Ozone2 回

生成物 1

HCID 113326103,3-Dimethyl-5-oxohexanoic acid

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒4 回

反応条件

温度
150 °C

実験手順

In accordance with the usual procedure 41 grams isophorone in 45 grams aqueous acetic acid (50% H2O) was ozonized at ambient temperature and pressure for approximately two hours. Additional acetic acid (60 mls) and water (30 mls) were added and treatment with ozone continued. After 8 hours no further ozone uptake was observed and the reaction was terminated. The resulting reaction product was then slowly added to refluxing acetic acid over a period of about one hour and, when a negative test was obtained using starch iodide, the water and acetic acid were stripped by gradually heating to 150° C. under a vacuum of 50-100 mm Hg. Distillation of the resulting crude product yielded 40.3 grams 5-keto-3,3-dimethylhexanoic acid (B.P. 96° C.-101° C. at 0.2 mm Hg) which was indicated by gas-liquid chromatography to be 99 percent pure.

後処理

  1. customwas ozonized at ambient temperature
  2. customthe reaction was terminated
  3. customThe resulting reaction product
  4. additionwas then slowly added
  5. customwhen a negative test was obtained
  6. distillationDistillation of the resulting crude product

出典と根拠

ORDレコード
ord-f8c4c72976c243f59536e23d029e0efc
出典データセット
uspto-grants-1986_12
特許番号
US04628117

関連ノート

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