HCID 58502815, 화합물 → 2-(4'-Chloro-4-ethylbiphenyl-3-yl)cyclopent-4-ene-1,3-dione

HRID 40472노트

반응식

HRID 40472 반응식
CC(C)=O.OS(O)(=O)=O.O=[Cr](=O)=O.[Cl:14][C:15]1[CH:35]=[CH:34][C:18]([C:19]2[CH:20]=[CH:21][C:22]([CH2:32][CH3:33])=[C:23]([CH:25]3[C:29](=[O:30])[CH:28]=[CH:27][CH:26]3[OH:31])[CH:24]=2)=[CH:17][CH:16]=1>CC(C)=O>[Cl:14][C:15]1[CH:16]=[CH:17][C:18]([C:19]2[CH:20]=[CH:21][C:22]([CH2:32][CH3:33])=[C:23]([CH:25]3[C:29](=[O:30])[CH:28]=[CH:27][C:26]3=[O:31])[CH:24]=2)=[CH:34][CH:35]=1

참가 물질

4

반응물 2

HCID 58502815HCID 58502815, 화합물HCID 131709961Jones' reagent

생성물 1

HCID 497657352-(4'-Chloro-4-ethylbiphenyl-3-yl)cyclopent-4-ene-1,3-dione수율 80.6%

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

Jones' reagent (126 ml of 1.67 M solution, 210.4 mmol) prepared according to the procedure described above, is added dropwise over 30 minutes to a cooled (ice-bath) solution of 5-(4′-chloro-4-ethylbiphen-3-yl)-4-hydroxycyclopent-2-enone (59.84 g, 191.3 mmol) in acetone (615 ml). The mixture is stirred for 20 minutes, then the cooling bath is removed and the mixture is stirred for 1 hour at room temperature. Isopropanol (500 ml) is added to the yellow slurry and the mixture is stirred at room temperature for 2 hours. The mixture is diluted with ethyl acetate and washed with brine, dried over anhydrous magnesium sulfate, filtered and the filtrate is evaporated under reduced pressure to give 2-(4′-chloro-4-ethylbiphen-3-yl)cyclopent-4-ene-1,3-dione (47.94 g) as a yellow solid.

후처리

  1. additionis added dropwise over 30 minutes to
  2. customthe cooling bath is removed
  3. stirringthe mixture is stirred for 1 hour at room temperature
  4. additionIsopropanol (500 ml) is added to the yellow slurry
  5. stirringthe mixture is stirred at room temperature for 2 hours
  6. additionThe mixture is diluted with ethyl acetate
  7. washwashed with brine
  8. dry with materialdried over anhydrous magnesium sulfate
  9. filtrationfiltered
  10. customthe filtrate is evaporated under reduced pressure

출처 및 근거

ORD 기록
ord-985e93712e9c419b896505a938f71697
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08530388B2

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