Dichloromethane → HCID 19020981、化合物

HRID 1109643ノート

反応式

HRID 1109643 の反応式
ClCCl.FC(F)(F)C(O)=O.[CH3:11][O:12][C:13]1[CH:14]=[C:15]([CH2:23][CH:24]2[CH:29]([CH2:30][C:31]3[CH:36]=[C:35]([O:37][CH3:38])[C:34]([O:39][CH3:40])=[C:33]([O:41][CH3:42])[CH:32]=3)[CH2:28][O:27][C:25]2=[O:26])[CH:16]=[C:17]([O:21][CH3:22])[C:18]=1[O:19][CH3:20]>C(OCC)(=O)C>[CH3:42][O:41][C:33]1[C:34]([O:39][CH3:40])=[C:35]([O:37][CH3:38])[C:36]2[C:14]3[C:13]([O:12][CH3:11])=[C:18]([O:19][CH3:20])[C:17]([O:21][CH3:22])=[CH:16][C:15]=3[CH2:23][CH:24]3[C:25](=[O:26])[O:27][CH2:28][CH:29]3[CH2:30][C:31]=2[CH:32]=1

参加物

5

反応物 3

HCID 6344DichloromethaneHCID 6422Trifluoroacetic acidHCID 99810053,4-Bis[(3,4,5-trimethoxyphenyl)methyl]oxolan-2-one

生成物 1

HCID 19020981HCID 19020981、化合物収率 57.3%

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

Dissolved in a mixture consisting of 0.5 ml of dichloromethane and 0.05 ml of trifluoroacetic acid were 50 mg (0.112 mmol) of 2,3-bis[1-(3,4,5-trimethoxyphenyl)methyl]butanolide. The solution was added with 150 mg (0.32 mmol) of ferric perchlorate, followed by stirring at room temperature for 19 hours. The reaction mixture was dissolved in 10 ml of ethyl acetate. The resulting solution was washed successively with 2N-HCl, water and saturated NaHCO3. The organic layer was then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, whereby colorless oil was obtained. The oil was purified by thinlayer chromatography (TLC) (silica gel: "MERCK #5744", eluent: 1:3 mixed solvent of acetone and hexane), whereby 28.5 mg of the title compound were obtained as a colorless solid (yield: 57%).

後処理

  1. dissolutionDissolved in a mixture
  2. washThe resulting solution was washed successively with 2N-HCl, water and saturated NaHCO3
  3. dry with materialThe organic layer was then dried over anhydrous magnesium sulfate
  4. distillationThe solvent was distilled off under reduced pressure, whereby colorless oil
  5. customwas obtained
  6. customThe oil was purified by thinlayer chromatography (TLC) (silica gel: "MERCK #5744", eluent: 1:3 mixed solvent of acetone and hexane)

出典と根拠

ORDレコード
ord-a316d44c00d04860b3683075bcb36c7d
出典データセット
uspto-grants-1994_06
特許番号
US05321135

反応ノート

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