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Diphenyl Ether → 9-Methoxy-2-methyl-7h-furo[3,2-g]chromen-7-one

HRID 66075
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HRID 66075 반응식
[CH3:1][CH:2]1[O:17][C:5]2=[C:6]([O:15][CH3:16])[C:7]3[O:12][C:11](=[O:13])[CH:10]=[CH:9][C:8]=3[CH:14]=[C:4]2[CH2:3]1.C1(OC2C=CC=CC=2)C=CC=CC=1>[Pd]>[CH3:16][O:15][C:6]1[C:7]2[O:12][C:11](=[O:13])[CH:10]=[CH:9][C:8]=2[CH:14]=[C:4]2[CH:3]=[C:2]([CH3:1])[O:17][C:5]=12
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 7583Diphenyl EtherHCID 203802232-methyl-9-methoxy-2,3-dihydro-7H-furo[3,2-g][1]benzopyran-7-one

생성물 1

HCID 1653069-Methoxy-2-methyl-7h-furo[3,2-g]chromen-7-one

시약·촉매·용매 1

HCID 23938Palladium촉매

실험 절차

To a solution of 0.70g. (3.02 mmoles) of 2-methyl-9-methoxy-2,3-dihydro-7H-furo[3,2-g][1]benzopyran-7-one in 15 ml. of diphenyl ether was added 0.70 g. of 10% Pd/C. The mixture was heated under reflux for 6.0 hours, cooled, and filtered over Celite (washing with methanol). The methanol was removed from the filtrate by rotary evaporation, and the remaining solution of the product in diphenyl ether was diluted with 200 ml. of pet. ether. After standing overnight, the solid which separated was filtered off and washed with pet. ether to yield 9-methoxy-2-methyl-7H-furo[3,2-g][1]benzopyran-7-one. Recrystallization from ethanol afforded an analytical sample, mp 149°-150°.

후처리

  1. temperatureThe mixture was heated
  2. temperatureunder reflux for 6.0 hours
  3. temperaturecooled
  4. filtrationfiltered over Celite (washing with methanol)
  5. customThe methanol was removed from the filtrate by rotary evaporation
  6. additionthe remaining solution of the product in diphenyl ether was diluted with 200 ml
  7. customthe solid which separated
  8. filtrationwas filtered off
  9. washwashed with pet. ether

출처 및 근거

ORD 기록
ord-55a7abfd78744d998fbfd83a02ec23a5
출처 데이터셋
uspto-grants-1978_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04130568

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