Potassium periodate → 7-Acetoxy-8-methoxycoumarin-6-acetaldehyde

HRID 1448515

反応式

HRID 1448515 の反応式
[C:1]([O:4][C:5]1[C:14]([O:15][CH3:16])=[C:13]2[C:8]([CH:9]=[CH:10][C:11](=[O:17])[O:12]2)=[CH:7][C:6]=1[CH2:18][CH:19]=C)(=[O:3])[CH3:2].I([O-])(=O)(=O)=[O:22].[K+]>[Os](=O)(=O)(=O)=O.CCOC(C)=O.O>[C:1]([O:4][C:5]1[C:14]([O:15][CH3:16])=[C:13]2[C:8]([CH:9]=[CH:10][C:11](=[O:17])[O:12]2)=[CH:7][C:6]=1[CH2:18][CH:19]=[O:22])(=[O:3])[CH3:2]

参加物

5

反応物 2

HCID 516896Potassium periodateHCID 218145017-Acetoxy-6-allyl-8-methoxycoumarin

生成物 1

HCID 537672567-Acetoxy-8-methoxycoumarin-6-acetaldehyde

試薬・触媒・溶媒 2

HCID 30318Osmium Tetroxide触媒HCID 22728543Water ethylacetate溶媒

実験手順

A solution of 0.274 g. (0.001 mole) of 7-acetoxy-6-allyl-8-methoxycoumarin in 10 ml. EtOAc/water, 1:1 was treated with 0.8 g. (0.0033 mole) of potassium periodate and 0.5 ml. of a 10% aqueous solution of osmium tetroxide (10 mg. OsO4 /ml H2O). The reactants were stirred at 25° for 5.0 hours. The organic layer was separated, and the aqueous phase was further extracted with ethyl acetate. The organic extracts were combined, dried over sodium sulfate, and evaporated to yield pure 7-acetoxy-8-methoxycoumarin-6-acetaldehyde as a colorless oil.

後処理

  1. customThe organic layer was separated
  2. extractionthe aqueous phase was further extracted with ethyl acetate
  3. dry with materialdried over sodium sulfate
  4. customevaporated

出典と根拠

ORDレコード
ord-381186712d4749caa2f5329203fc6098
出典データセット
uspto-grants-1979_12
特許番号
US04180659

関連ノート

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