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 66078ノート

反応式

HRID 66078 の反応式
[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

参加物

4

反応物 1

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 7583Diphenyl Ether溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-6bcfde82dd4c49a28b8073f4f0f1dae2
出典データセット
uspto-grants-1978_12
特許番号
US04130568

反応ノート

読み込み中…