Triethylamine → 4-acetyloxy-3,5-dimethyl-6-(6-(methoxycarbonyl)benzofuran-2-yl)-2H-pyran-2-one

HRID 1357209

反応式

HRID 1357209 の反応式
[C:1]([O:4][C:5]1[C:10]([CH3:11])=[C:9]([C:12]2[O:13][C:14]3[CH:20]=[C:19](OS(C(F)(F)F)(=O)=O)[CH:18]=[CH:17][C:15]=3[CH:16]=2)[O:8][C:7](=[O:29])[C:6]=1[CH3:30])(=[O:3])[CH3:2].CCN(CC)CC.C1(P(CCC)C2C=CC=CC=2)C=CC=CC=1>C1COCC1.CS(C)=O.CO.C([O-])(=O)C.[Pd+2].C([O-])(=O)C>[C:1]([O:4][C:5]1[C:10]([CH3:11])=[C:9]([C:12]2[O:13][C:14]3[CH:20]=[C:19]([C:1]([O:4][CH3:5])=[O:3])[CH:18]=[CH:17][C:15]=3[CH:16]=2)[O:8][C:7](=[O:29])[C:6]=1[CH3:30])(=[O:3])[CH3:2]

参加物

8

反応物 3

HCID 8471TriethylamineHCID 82100DiphenylpropylphosphineHCID 185057314-acetyloxy-3,5-dimethyl-6-(6-(trifluoromethanesulfonyloxy) benzofuran-2-yl)-2H-pyran-2-one

生成物 1

HCID 185055404-acetyloxy-3,5-dimethyl-6-(6-(methoxycarbonyl)benzofuran-2-yl)-2H-pyran-2-one

試薬・触媒・溶媒 4

HCID 167845palladium(II) acetate触媒HCID 679Dimethyl Sulfoxide溶媒HCID 887Methanol溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

After adding a solution of 4-acetyloxy-3,5-dimethyl-6-(6-(trifluoromethanesulfonyloxy)benzofuran-2-yl)-2H-pyran-2-one (350 mg) in THF (5 ml) and Et3N (80 mg) to a mixed solution of palladium acetate (3.5 mg) and diphenylphospinopropane (6.5 mg) in DMSO (5 ml) and MeOH (5 ml), the mixture was stirred at room temperature for one hour under a carbon monoxide atmosphere, and then further stirred at 80° C. for 2 hours. The reaction solution was concentrated under reduced pressure and the residue was purified by silica gel column chromatography (n-hexane/AcOEt=1/1) to obtain 4-acetyloxy-3,5-dimethyl-6-(6-(methoxycarbonyl) benzofuran-2-yl)-2H-pyran-2-one.

後処理

  1. stirringfurther stirred at 80° C. for 2 hours
  2. concentrationThe reaction solution was concentrated under reduced pressure
  3. customthe residue was purified by silica gel column chromatography (n-hexane/AcOEt=1/1)

出典と根拠

ORDレコード
ord-561b939e980c4b8e8fd75cdd3a714a62
出典データセット
uspto-grants-2003_07
特許番号
US06589984B1

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