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

HRID 1516696노트

반응식

HRID 1516696 반응식
CC(OI1(OC(C)=O)(OC(C)=O)OC(=O)C2C1=CC=CC=2)=O.[F:23][C:24]1[CH:29]=[CH:28][C:27]([C:30]2[C:39]([CH:40]([OH:51])[C:41]3[CH:46]=[CH:45][C:44]([C:47]([F:50])([F:49])[F:48])=[CH:43][CH:42]=3)=[C:38]([CH:52]([CH3:54])[CH3:53])[CH:37]=[C:36]3[C:31]=2[C:32](=[O:57])[CH2:33][C:34]([CH3:56])([CH3:55])[O:35]3)=[CH:26][CH:25]=1>ClCCl>[F:23][C:24]1[CH:29]=[CH:28][C:27]([C:30]2[C:39]([C:40](=[O:51])[C:41]3[CH:46]=[CH:45][C:44]([C:47]([F:49])([F:50])[F:48])=[CH:43][CH:42]=3)=[C:38]([CH:52]([CH3:53])[CH3:54])[CH:37]=[C:36]3[C:31]=2[C:32](=[O:57])[CH2:33][C:34]([CH3:55])([CH3:56])[O:35]3)=[CH:26][CH:25]=1

참가 물질

4

반응물 2

HCID 159087TriacetoxyperiodinaneHCID 69070570Rac-5-(4-fluorophenyl)-6-{hydroxy[4-(trifluoromethyl)phenyl]methyl}-7-isopropyl-2,2-dimethyl-2,3-dihydro-4h-chromen-4-one

생성물 1

HCID 580029755-(4-fluorophenyl)-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., 174 mg (410 μmol) of 1,1-dihydro-1,1,1-triacetoxy-1,2-benziodoxol-3(1H)-one are added to a solution of 100 mg (207 μmol) of rac-5-(4-fluorophenyl)-6-{hydroxy[4-(trifluoromethyl)-phenyl]methyl}-7-isopropyl-2,2-dimethyl-2,3-dihydro-4H-chromen-4-one (Example 21A) in 4.5 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: cyclohexane/ethyl acetate 20:1).

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: cyclohexane/ethyl acetate 20:1)

출처 및 근거

ORD 기록
ord-a660f838fa204cc88c155e92b59a7288
출처 데이터셋
uspto-grants-2012_07
특허 번호
US08227511B2

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