Dimethyl Sulfide → 2-Methyl-4-oxo-4H-chromene-8-carbaldehyde

HRID 1669748노트

반응식

HRID 1669748 반응식
[CH3:1][C:2]1[O:3][C:4]2[C:9]([C:10](=[O:12])[CH:11]=1)=[CH:8][CH:7]=[CH:6][C:5]=2/[CH:13]=C/C.[O:16]=[O+][O-].CSC>ClCCl>[CH3:1][C:2]1[O:3][C:4]2[C:9]([C:10](=[O:12])[CH:11]=1)=[CH:8][CH:7]=[CH:6][C:5]=2[CH:13]=[O:16]

참가 물질

5

반응물 3

HCID 1068Dimethyl SulfideHCID 24823OzoneHCID 574388872-Methyl-8-[(1E)-prop-1-en-1-yl]-4H-chromen-4-one

생성물 1

HCID 133748832-Methyl-4-oxo-4H-chromene-8-carbaldehyde

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
-60 °C

실험 절차

18.5 g (62.8 mmol) of 2-methyl-8-[(1E)-prop-1-en-1-yl]-4H-chromen-4-one are dissolved in 400 ml of dichloromethane and cooled to −60° C. Ozone is passed into the reaction solution for 30 min. Dimethyl sulfide is then added to the reaction mixture. After warming to room temperature, the solvent is removed in vacuo, and the residue is slurried in a little methanol. The solid remaining after filtration is recrystallized from diethyl ether. 9.1 g (77.4% of theory) of the title compound are obtained.

후처리

  1. temperatureAfter warming to room temperature
  2. customthe solvent is removed in vacuo
  3. filtrationafter filtration
  4. customis recrystallized from diethyl ether

출처 및 근거

ORD 기록
ord-68dd785f44ff434384db6166265de57f
출처 데이터셋
uspto-grants-2011_08
특허 번호
US07989633B2

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