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

HRID 1516708ノート

反応式

HRID 1516708 の反応式
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

参加物

4

反応物 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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-0d4d55163859428c9a89b1d7021841e2
出典データセット
uspto-grants-2012_07
特許番号
US08227511B2

反応ノート

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