Sodium Hydroxide → HCID 9817280、化合物

HRID 2218336ノート

反応式

HRID 2218336 の反応式
[Cl-].[Al+3].[Cl-].[Cl-].[C:5](Cl)(=[O:8])[CH2:6][CH3:7].C([O:13][C:14]1[C:24]2[CH2:23][CH2:22][C:21]3[CH:25]=[CH:26][CH:27]=[CH:28][C:20]=3[O:19][C:18]=2[CH:17]=[C:16]([O:29]C(=O)C)[CH:15]=1)(=O)C.[OH-].[Na+]>C(Cl)Cl.CO>[C:5]([C:26]1[CH:27]=[CH:28][C:20]2[O:19][C:18]3[CH:17]=[C:16]([OH:29])[CH:15]=[C:14]([OH:13])[C:24]=3[CH2:23][CH2:22][C:21]=2[CH:25]=1)(=[O:8])[CH2:6][CH3:7]

参加物

7

反応物 4

HCID 14798Sodium HydroxideHCID 62324Propionyl chlorideHCID 6451240Aluminum(III) ChlorideHCID 5976975410,11-Dihydrodibenz[b,f]oxepin-1,3-diol diacetate

生成物 1

HCID 9817280HCID 9817280、化合物

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 6344Dichloromethane溶媒2 回

実験手順

To a suspension of aluminum chloride (1 g, 7.5 mmol) in anhydrous methylene chloride (3 mL) was added propionyl chloride (668 μL, 7.7 mmol) and stirred at room temperature for one hour. This solution was added dropwise to a solution of 10,11-dihydrodibenz[b,f]oxepin-1,3-diol diacetate (62) (300 mg, 0.96 mmol) in methylene chloride (5 mL) at 0° C. and stirred at room temperature for one hour. To the reaction solution was added dropwise methanol (10 mL) at 0° C. and a 20% sodium hydroxide aqueous solution (3 mL) was added thereto and stirred at room temperature for 30 minutes. After completion of the reaction, the reaction solution was poured into hydrochloric acid-ice water and extracted with ethyl acetate, and the organic layer was washed with water and then with a saturated sodium chloride aqueous solution and dried with anhydrous magnesium sulfate and the solvent was distilled off under reduced pressure. The residue was purified by silica-gel column chromatography (developing solvent; hexane:ethyl acetate=2:1), and recrystallization was carried out from ethyl acetate and hexane to obtain 190 mg (yield 70%) of skin-colored needles of the title compound.

後処理

  1. stirringstirred at room temperature for one hour
  2. stirringstirred at room temperature for 30 minutes
  3. customAfter completion of the reaction
  4. extractionextracted with ethyl acetate
  5. washthe organic layer was washed with water
  6. dry with materialwith a saturated sodium chloride aqueous solution and dried with anhydrous magnesium sulfate
  7. distillationthe solvent was distilled off under reduced pressure
  8. customThe residue was purified by silica-gel column chromatography (developing solvent; hexane:ethyl acetate=2:1), and recrystallization

出典と根拠

ORDレコード
ord-78301a62489c47efb9626185a3e5fe5e
出典データセット
uspto-grants-2008_08
特許番号
US07410997B2

反応ノート

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