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Methyl iodide → methyl (RS)-2-methyl-5-oxo-2-phenylcyclohexene-1-carboxylate

HRID 849614
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HRID 849614 반응식
CI.N12CCCN=C1CCCC[CH2:4]2.[CH3:14][C:15]1([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[CH2:20][CH2:19][C:18](=[O:21])[CH:17]=[C:16]1[C:22]([OH:24])=[O:23]>CC(C)=O>[CH3:14][C:15]1([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[CH2:20][CH2:19][C:18](=[O:21])[CH:17]=[C:16]1[C:22]([O:24][CH3:4])=[O:23]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 6328Methyl iodideHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 20647081(RS)-2-methyl-5-oxo-2-phenylcyclohexene-1-carboxylic acid

생성물 1

HCID 20647083methyl (RS)-2-methyl-5-oxo-2-phenylcyclohexene-1-carboxylate수율 94.2%

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

0.88 cm3 (14 mmol) of methyl iodide and 1.8 cm3 (12 mmol) of 1,8-diazabicyclo[5.4.0]undec-7-ene, dropwise, were successively added to a solution of 2.3 g (10 mmol) of (RS)-2-methyl-5-oxo-2-phenylcyclohexene-1-carboxylic acid in 20 cm3 of acetone. The reaction mixture was subsequently heated at reflux for two hours. The acetone was subsequently concentrated, the residue was then stirred with 100 cm3 of water and then extracted with three times 30 cm3 of ethyl acetate. After drying over magnesium sulphate and concentrating under reduced pressure, 2.3 g (94%) of methyl (RS)-2-methyl-5-oxo-2-phenylcyclohexene-1-carboxylate were obtained in the form of an orange oil, the characteristic of which was as follows:

후처리

  1. temperatureThe reaction mixture was subsequently heated
  2. temperatureat reflux for two hours
  3. concentrationThe acetone was subsequently concentrated
  4. extractionextracted with three times 30 cm3 of ethyl acetate
  5. dry with materialAfter drying over magnesium sulphate
  6. concentrationconcentrating under reduced pressure

출처 및 근거

ORD 기록
ord-0e22cebf3e734468bab1519fd7930cdd
출처 데이터셋
uspto-grants-2000_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06013662

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