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Iodoethane → Methyl 1-ethyl-2-oxocyclopentane-1-carboxylate

HRID 132766
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HRID 132766 반응식
[O:1]=[C:2]1[CH2:6][CH2:5][CH2:4][CH:3]1[C:7]([O:9][CH3:10])=[O:8].C(=O)([O-])[O-].[K+].[K+].[CH2:17](I)[CH3:18]>CC(C)=O>[CH2:17]([C:3]1([C:7]([O:9][CH3:10])=[O:8])[CH2:4][CH2:5][CH2:6][C:2]1=[O:1])[CH3:18]
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참가 물질

5

반응물 3

HCID 6340IodoethaneHCID 11430Potassium CarbonateHCID 66328Cyclopentanecarboxylic acid, 2-oxo-, methyl ester

생성물 1

HCID 12586400Methyl 1-ethyl-2-oxocyclopentane-1-carboxylate수율 101.6%

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

Under vigorously agitation, 14.8 g of methyl 2-oxocyclopentane carboxylate was added to 41.9 g of fine powdery anhydrous potassium carbonate, and after stirring for several minutes, to the mixture was added 100 ml of acetone. The reaction mixture was further stirred for 15 to 30 minutes at room temperature, then thereto was dropwise added 31.2 g of ethyl iodide. Upon the completion of the addition, the reaction mixture was heated for reflux for 2 hours. The solvent was removed under reduced pressure, and solid residue was washed with diethyl ether. The washing liquor was collected and washed with water. After removing the solvent, 18.0 g of pale yellow liquid was obtained, The liquid was distilled under reduced pressure, and 15.9 g of colorless liquid as a distillate cut of 122-124° C./25 mmHg was collected. Yield: 93.5%.

후처리

  1. stirringThe reaction mixture was further stirred for 15 to 30 minutes at room temperature
  2. additionUpon the completion of the addition
  3. temperaturethe reaction mixture was heated
  4. temperaturefor reflux for 2 hours
  5. customThe solvent was removed under reduced pressure, and solid residue
  6. washwas washed with diethyl ether
  7. customThe washing liquor was collected
  8. washwashed with water
  9. customAfter removing the solvent

출처 및 근거

ORD 기록
ord-4a68fffe941849c191da0e1b2fae572d
출처 데이터셋
uspto-grants-2008_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07388103B2

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