Diiodomethane → 12H-dibenzo[d,g][1,3]dioxocin-12-one

HRID 612406

반응식

HRID 612406 반응식
[OH:1][C:2]1[CH:16]=[CH:15][CH:14]=[CH:13][C:3]=1[C:4]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[OH:12])=[O:5].I[CH2:18]I.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[CH:13]1[C:3]2[C:4](=[O:5])[C:6]3[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=3[O:12][CH2:18][O:1][C:2]=2[CH:16]=[CH:15][CH:14]=1

참가 물질

5

반응물 3

HCID 6346DiiodomethaneHCID 11430Potassium CarbonateHCID 700382,2'-Dihydroxybenzophenone

생성물 1

HCID 87054812H-dibenzo[d,g][1,3]dioxocin-12-one수율 90%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
105 °C

실험 절차

2,2'-Dihydroxybenzophenone (10.0 g, 46.7 mmol) and diiodomethane (13.1 g, 49 mmol) was dissolved in dry N,N-dimethylformamide (180 ml). Dried finely powdered potassium carbonate (9.2 g, 66.7 mmol) was added and the mixture was heated at 105° C. for 16 h. After cooling to room temperature the reaction mixture was poured into ice water (500 ml). The precipitate was collected by filtration after 0.5 h, washed with water on the filter and dissolved in a mixture of ethanol (80 ml) and 4 N sodium hydroxide (20 ml). The solution was stirred at reflux temperature for 1 h, cooled and diluted with water (300 ml). The formed crystalline precipitate was filtered off, washed with water (50 ml) and dried in vacuo, affording 12H-dibenzo[d,g][1,3]dioxocin-12-one as a solid (9.5 g, 90%).

후처리

  1. additionwas added
  2. temperatureAfter cooling to room temperature the reaction mixture
  3. filtrationThe precipitate was collected by filtration after 0.5 h
  4. washwashed with water on the
  5. filtrationfilter
  6. dissolutiondissolved in a mixture of ethanol (80 ml) and 4 N sodium hydroxide (20 ml)
  7. temperatureat reflux temperature for 1 h
  8. temperaturecooled
  9. additiondiluted with water (300 ml)
  10. filtrationThe formed crystalline precipitate was filtered off
  11. washwashed with water (50 ml)
  12. customdried in vacuo

출처 및 근거

ORD 기록
ord-7c53b691c4404fb19d65ab117d04d6d7
출처 데이터셋
uspto-grants-1999_12
특허 번호
US06004961

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