Iodine → HCID 20244553、化合物

HRID 482988ノート

反応式

HRID 482988 の反応式
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[C:10](=[O:20])[C:11]=2[C:12]2[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][CH:13]=2)=[CH:5][CH:4]=1.[C:21]([CH2:29][C:30](=[O:37])[C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1)(=[O:28])[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1.C1(=O)C=C1.II.[N:44]1[CH:49]=[CH:48][CH:47]=[CH:46][CH:45]=1>>[C:30]([C:29]([C:21](=[O:28])[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)=[C:47]1[CH:48]=[C:49]2[N:44]([C:11]([C:12]3[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][CH:13]=3)=[C:9]([C:6]3[CH:5]=[CH:4][C:3]([O:2][CH3:1])=[CH:8][CH:7]=3)[C:10]2=[O:20])[CH:45]=[CH:46]1)(=[O:37])[C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1

参加物

6

反応物 5

HCID 807IodineHCID 1049Pyridine2 回HCID 8433DibenzoylmethaneHCID 1377792-Cyclopropen-1-one2 回HCID 122902702-Cyclopropen-1-one, 2,3-bis(4-methoxyphenyl)-

生成物 1

HCID 20244553HCID 20244553、化合物収率 95%

反応条件

温度
90 °C

実験手順

A 10 percent solution of 2,3-di(4-methoxyphenyl)cyclopropenone in pyridine was refluxed under nitrogen for 15 minutes. The resulting solution was cooled slightly, and an equivalent amount of dibenzoylmethane based on the cyclopropenone was added to the green solution. The reaction mixture was refluxed for 60 minutes. The resulting reaction mixture was again cooled, and four equivalents of iodine dissolved in a small amount of pyridine was added to the reaction mixture. The mixture was further heated at 90° C. on a steam bath for 15 minutes. The bright blue solution was quenched by pouring it into cold excess dilute hydrochloric acid. The desired dye precipitated and was removed from the solution by filtering. A 95 percent yield of the desired dye was obtained based on the starting cyclopropenone. The dye was chromatographed on silica gel to provide a purified product. The maximum absorption of the dye was at 605 nm in chloroform solution. The structure of the dye was confirmed by mass spectroscopy, nuclear magnetic resonance and infrared analysis.

後処理

  1. temperatureThe resulting solution was cooled slightly
  2. additionwas added to the green solution
  3. temperatureThe reaction mixture was refluxed for 60 minutes
  4. customThe resulting reaction mixture
  5. temperaturewas again cooled
  6. additionwas added to the reaction mixture
  7. customThe bright blue solution was quenched
  8. additionby pouring it into cold excess dilute hydrochloric acid
  9. customThe desired dye precipitated
  10. customwas removed from the solution
  11. filtrationby filtering
  12. customA 95 percent yield of the desired dye was obtained
  13. customThe dye was chromatographed on silica gel
  14. customto provide a purified product
  15. customThe maximum absorption of the dye

出典と根拠

ORDレコード
ord-572ae08e1bb94f0ca09b1ff03877e184
出典データセット
uspto-grants-1986_03
特許番号
US04577024

反応ノート

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