Water → 3-(4-Isopropylphenyl)-2,2,4,6,7-pentamethyl-5-[4-(methylsulfinyl)benzyloxy]-2,3-dihydrobenzofuran

HRID 1743214ノート

反応式

HRID 1743214 の反応式
I([O-])(=O)(=O)=O.[Na+].[CH:7]([C:10]1[CH:15]=[CH:14][C:13]([CH:16]2[C:20]3[C:21]([CH3:37])=[C:22]([O:27][CH2:28][C:29]4[CH:34]=[CH:33][C:32]([S:35][CH3:36])=[CH:31][CH:30]=4)[C:23]([CH3:26])=[C:24]([CH3:25])[C:19]=3[O:18][C:17]2([CH3:39])[CH3:38])=[CH:12][CH:11]=1)([CH3:9])[CH3:8].O.C(OCC)(=[O:43])C>C(O)C>[CH:7]([C:10]1[CH:11]=[CH:12][C:13]([CH:16]2[C:20]3[C:21]([CH3:37])=[C:22]([O:27][CH2:28][C:29]4[CH:30]=[CH:31][C:32]([S:35]([CH3:36])=[O:43])=[CH:33][CH:34]=4)[C:23]([CH3:26])=[C:24]([CH3:25])[C:19]=3[O:18][C:17]2([CH3:39])[CH3:38])=[CH:14][CH:15]=1)([CH3:9])[CH3:8]

参加物

6

反応物 4

HCID 962Water2 回HCID 8857Ethyl AcetateHCID 101617033-(4-Isopropylphenyl)-2,2,4,6,7-pentamethyl-5-(4-methylthiobenzyloxy)-2,3-dihydrobenzofuranHCID 23667635Sodium periodate

生成物 1

HCID 102274693-(4-Isopropylphenyl)-2,2,4,6,7-pentamethyl-5-[4-(methylsulfinyl)benzyloxy]-2,3-dihydrobenzofuran収率 79%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

Sodium periodate (0.766 g, 3.58 mmol) was added to a solution of 3-(4-isopropylphenyl)-2,2,4,6,7-pentamethyl-5-(4-methylthiobenzyloxy)-2,3-dihydrobenzofuran (1.50 g, 3.26 mmol) in a mixture of ethanol (80 mL) and water (8 mol), and the mixture was heated under reflux for 2 hours. To the reaction mixture were added ethyl acetate and water to separate it into two layers, and the aqueous layer was extracted with ethyl acetate. The organic layers were combined, washed with water, dried over magnesium sulfate, filtered, and concentrated under reduced pressure. The resulting residue was recrystallized from ethyl acetate-hexane to obtain the title compound (1.23 g, yield 79%).

後処理

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 2 hours
  3. customto separate it into two layers
  4. extractionthe aqueous layer was extracted with ethyl acetate
  5. washwashed with water
  6. dry with materialdried over magnesium sulfate
  7. filtrationfiltered
  8. concentrationconcentrated under reduced pressure
  9. customThe resulting residue was recrystallized from ethyl acetate-hexane

出典と根拠

ORDレコード
ord-e088e1d056954f488793c7417baec2e0
出典データセット
uspto-grants-2006_03
特許番号
US07008950B1

反応ノート

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