p-Toluenesulfonic acid → 3-[(5,6-Difluoro-2-methyl-4-oxo-4H-chromen-8-yl)methylene]pentane-2,4-dione

HRID 1669762노트

반응식

HRID 1669762 반응식
[F:1][C:2]1[C:11]([F:12])=[CH:10][C:9]([CH:13]=O)=[C:8]2[C:3]=1[C:4](=[O:16])[CH:5]=[C:6]([CH3:15])[O:7]2.[CH3:17][C:18](=[O:23])[CH2:19][C:20](=[O:22])[CH3:21].C1(C)C=CC(S(O)(=O)=O)=CC=1.C(OCC)(=O)C>C1(C)C=CC=CC=1>[F:1][C:2]1[C:11]([F:12])=[CH:10][C:9]([CH:13]=[C:19]([C:18](=[O:23])[CH3:17])[C:20](=[O:22])[CH3:21])=[C:8]2[C:3]=1[C:4](=[O:16])[CH:5]=[C:6]([CH3:15])[O:7]2

참가 물질

6

반응물 4

HCID 6101p-Toluenesulfonic acidHCID 8857Ethyl AcetateHCID 31261AcetylacetoneHCID 574388895,6-difluoro-2-methyl-4-oxo-4H-chromene-8-carbaldehyde

생성물 1

HCID 575033293-[(5,6-Difluoro-2-methyl-4-oxo-4H-chromen-8-yl)methylene]pentane-2,4-dione

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

250 mg (1.12 mmol) of 5,6-difluoro-2-methyl-4-oxo-4H-chromene-8-carbaldehyde, 0.14 ml (1.34 mmol) of 2,4-pentanedione and 212.1 mg (1.12 mmol) of para-toluenesulfonic acid are heated in 100 ml of toluene under reflux with a water trap for 10 h. After cooling, 100 ml of ethyl acetate are added, and the reaction mixture is washed with water and with brine. Drying of the organic phase and concentration result in 269.7 mg (79% of theory) of the title compound as beige-coloured crystals.

후처리

  1. temperatureunder reflux with a water trap for 10 h
  2. temperatureAfter cooling
  3. washthe reaction mixture is washed with water and with brine
  4. customDrying of the organic phase and concentration

출처 및 근거

ORD 기록
ord-bb471bf970f44329b7fbb06869ef416b
출처 데이터셋
uspto-grants-2011_08
특허 번호
US07989633B2

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