2,5-dimethyl-9-methoxy-2,3-dihydro-7H-furo[3,2-g][-1]benzopyran-7-one → 9-Methoxy-2,5-dimethyl-7h-furo[3,2-g]chromen-7-one

HRID 66078노트

반응식

HRID 66078 반응식
[CH3:1][CH:2]1[O:18][C:5]2=[C:6]([O:16][CH3:17])[C:7]3[O:12][C:11](=[O:13])[CH:10]=[C:9]([CH3:14])[C:8]=3[CH:15]=[C:4]2[CH2:3]1>C1(OC2C=CC=CC=2)C=CC=CC=1.[Pd]>[CH3:17][O:16][C:6]1[C:7]2[O:12][C:11](=[O:13])[CH:10]=[C:9]([CH3:14])[C:8]=2[CH:15]=[C:4]2[CH:3]=[C:2]([CH3:1])[O:18][C:5]=12

참가 물질

4

반응물 1

HCID 203802242,5-dimethyl-9-methoxy-2,3-dihydro-7H-furo[3,2-g][-1]benzopyran-7-one

생성물 1

HCID 1653059-Methoxy-2,5-dimethyl-7h-furo[3,2-g]chromen-7-one

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 7583Diphenyl Ether용매

실험 절차

A solution of 10.36 g (0.0422 mol) of 2,5-dimethyl-9-methoxy -2,3-dihydro-7H-furo[3,2-g][1]benzopyran-7-one in 150 ml of diphenyl ether was treated with 6.0 g of 10% palladium on charcoal. The mixture was heated under reflux for 5.0 hrs, cooled, and filtered over celite. The catalyst was further washed with methanol, and the filtrate was then concentrated to remove the methanol. The residue was diluted with 1.5 1. of pet. ether and stirred overnight. The product was filtered, washed with pet. ether, dried, and passed through a silica column, eluting with ethyl acetate/benzene, 1:4, to yield pure 9-methoxy -2,5-dimethyl-7H-furo[3,2-g][1]benzopyran-7-one, m.p. 154°-155° (ethanol).

후처리

  1. temperatureThe mixture was heated
  2. temperatureunder reflux for 5.0 hrs
  3. temperaturecooled
  4. filtrationfiltered over celite
  5. washThe catalyst was further washed with methanol
  6. concentrationthe filtrate was then concentrated
  7. customto remove the methanol
  8. additionThe residue was diluted with 1.5 1
  9. filtrationThe product was filtered
  10. washwashed with pet. ether
  11. customdried
  12. washeluting with ethyl acetate/benzene, 1:4

출처 및 근거

ORD 기록
ord-6bcfde82dd4c49a28b8073f4f0f1dae2
출처 데이터셋
uspto-grants-1978_12
특허 번호
US04130568

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