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

HRID 1448515

반응식

HRID 1448515 반응식
[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]

참가 물질

5

반응물 2

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

생성물 1

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

시약·촉매·용매 2

HCID 30318Osmium Tetroxide촉매HCID 22728543Water ethylacetate용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-381186712d4749caa2f5329203fc6098
출처 데이터셋
uspto-grants-1979_12
특허 번호
US04180659

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