Triacetoxyperiodinane → 5-Cyclohex-1-en-1-yl-7-isopropyl-2,2-dimethyl-6-[4-(trifluoromethyl)benzoyl]-2,3-dihydro-4H-chromen-4-one

HRID 1516708노트

반응식

HRID 1516708 반응식
CC(OI1(OC(C)=O)(OC(C)=O)OC(=O)C2C1=CC=CC=2)=O.[C:23]1([C:29]2[C:38]([CH:39]([OH:50])[C:40]3[CH:45]=[CH:44][C:43]([C:46]([F:49])([F:48])[F:47])=[CH:42][CH:41]=3)=[C:37]([CH:51]([CH3:53])[CH3:52])[CH:36]=[C:35]3[C:30]=2[C:31](=[O:56])[CH2:32][C:33]([CH3:55])([CH3:54])[O:34]3)[CH2:28][CH2:27][CH2:26][CH2:25][CH:24]=1>ClCCl>[C:23]1([C:29]2[C:38]([C:39](=[O:50])[C:40]3[CH:41]=[CH:42][C:43]([C:46]([F:48])([F:49])[F:47])=[CH:44][CH:45]=3)=[C:37]([CH:51]([CH3:52])[CH3:53])[CH:36]=[C:35]3[C:30]=2[C:31](=[O:56])[CH2:32][C:33]([CH3:54])([CH3:55])[O:34]3)[CH2:28][CH2:27][CH2:26][CH2:25][CH:24]=1

참가 물질

4

반응물 2

HCID 159087TriacetoxyperiodinaneHCID 580029855-Cyclohex-1-en-1-yl-6-{hydroxy[4-(trifluoromethyl)phenyl]methyl}-7-isopropyl-2,2-dimethyl-2,3-dihydro-4H-chromen-4-one

생성물 1

HCID 690712705-Cyclohex-1-en-1-yl-7-isopropyl-2,2-dimethyl-6-[4-(trifluoromethyl)benzoyl]-2,3-dihydro-4H-chromen-4-one

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

At 0° C., 153 mg (360 μmol) of 1,1-dihydro-1,1,1-triacetoxy-1,2-benziodoxol-3(1H)-one are added to a solution of 85 mg (180 μmol) of 5-cyclohex-1-en-1-yl-6-{hydroxy[4-(trifluoromethyl)phenyl]-methyl}-7-isopropyl-2,2-dimethyl-2,3-dihydro-4H-chromen-4-one (Example 35A) in 4 ml of dichloromethane, and the mixture is stirred at this temperature for 4 h. The mixture is then diluted with dichloromethane and washed three times with 1 M aqueous sodium hydroxide solution. The organic phase is dried over magnesium sulfate and then concentrated under reduced pressure, and the residue is purified by column chromatography on silica gel (mobile phase: gradient cyclohexane→cyclohexane/dichloromethane/ethyl acetate 20:20:0.5).

후처리

  1. washwashed three times with 1 M aqueous sodium hydroxide solution
  2. dry with materialThe organic phase is dried over magnesium sulfate
  3. concentrationconcentrated under reduced pressure
  4. customthe residue is purified by column chromatography on silica gel (mobile phase: gradient cyclohexane→cyclohexane/dichloromethane/ethyl acetate 20:20:0.5)

출처 및 근거

ORD 기록
ord-0d4d55163859428c9a89b1d7021841e2
출처 데이터셋
uspto-grants-2012_07
특허 번호
US08227511B2

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