Ethanol → 3-Ethoxycyclohept-2-en-1-one

HRID 1650060ノート

反応式

HRID 1650060 の反応式
[C:1]1(=[O:9])[CH2:7][CH2:6][CH2:5][CH2:4][C:3](=[O:8])[CH2:2]1.O.[C:11]1(C)C=CC(S(O)(=O)=O)=C[CH:12]=1.C(O)C>C1(C)C=CC=CC=1>[CH2:11]([O:8][C:3]1[CH2:4][CH2:5][CH2:6][CH2:7][C:1](=[O:9])[CH:2]=1)[CH3:12]

参加物

5

反応物 3

HCID 702EthanolHCID 521998p-Toluenesulfonic acid monohydrateHCID 4072367Cycloheptane-1,3-dione

生成物 1

HCID 156706513-Ethoxycyclohept-2-en-1-one収率 93%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

A solution of 22.3 g. (0.177 mole) of cycloheptan-1,3-dione and 600 mg. (3.16 mmoles) of p-toluenesulfonic acid monohydrate in 86 ml. of ethanol and 250 ml. of toluene was heated at reflux for 18 hours. A soxhlet extractor filled with molecular sieves (3 Å) was used to remove water from the reaction. The reaction was cooled, added to 800 ml. saturated sodium chloride and extracted with four 800 ml. portions of ether. The combined organic extract was dried over magnesium sulfate and evaporated to an oil. Distillation of the crude oil gave 25.3 g. (93%) of the title compound as an oil.

後処理

  1. temperatureat reflux for 18 hours
  2. additionA soxhlet extractor filled with molecular sieves (3 Å)
  3. customto remove water
  4. customfrom the reaction
  5. temperatureThe reaction was cooled
  6. additionadded to 800 ml
  7. extractionsaturated sodium chloride and extracted with four 800 ml
  8. extractionThe combined organic extract
  9. dry with materialwas dried over magnesium sulfate
  10. customevaporated to an oil
  11. distillationDistillation of the crude oil
  12. customgave 25.3 g

出典と根拠

ORDレコード
ord-63fee64602b84290b7d828723dcc766a
出典データセット
uspto-grants-1990_05
特許番号
US04921994

反応ノート

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