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Potassium Iodide → HCID 16178995、化合物

HRID 1488443
ノート
印刷プレビュー

反応式

HRID 1488443 の反応式
[OH:1][C:2]1[CH:3]=[C:4]([C:8]2[C:9]3[NH:13][C:12]([C:14]([C:46]4[CH:51]=[CH:50][CH:49]=[C:48]([OH:52])[CH:47]=4)=[C:15]4[N:45]=[C:18]([C:19]([C:38]5[CH:43]=[CH:42][CH:41]=[C:40]([OH:44])[CH:39]=5)=[C:20]5[NH:37][C:23](=[C:24]([C:30]6[CH:35]=[CH:34][CH:33]=[C:32]([OH:36])[CH:31]=6)[C:25]6[CH:26]=[CH:27][C:28]=2[N:29]=6)[CH:22]=[CH:21]5)[CH:17]=[CH:16]4)=[CH:11][CH:10]=3)[CH:5]=[CH:6][CH:7]=1.[C:53](=[O:56])([O-])[O-].[K+].[K+].[I-].[K+].Br[CH2:62][CH2:63][CH2:64][N:65]1[C:69](=[O:70])[C:68]2=[CH:71][CH:72]=[CH:73][CH:74]=[C:67]2[C:66]1=[O:75]>CN(C)C=O>[C:53]1(=[O:56])[N:65]([CH2:64][CH2:63][CH2:62][O:52][C:48]2[CH:47]=[C:46]([C:14]3[C:12]4[NH:13][C:9]([C:8]([C:4]5[CH:5]=[CH:6][CH:7]=[C:2]([O:1][CH2:62][CH2:63][CH2:64][N:65]6[C:69](=[O:70])[C:68]7=[CH:71][CH:72]=[CH:73][CH:74]=[C:67]7[C:66]6=[O:75])[CH:3]=5)=[C:28]5[N:29]=[C:25]([C:24]([C:30]6[CH:35]=[CH:34][CH:33]=[C:32]([O:36][CH2:62][CH2:63][CH2:64][N:65]7[C:69](=[O:70])[C:68]8=[CH:71][CH:72]=[CH:73][CH:74]=[C:67]8[C:66]7=[O:75])[CH:31]=6)=[C:23]6[NH:37][C:20](=[C:19]([C:38]7[CH:43]=[CH:42][CH:41]=[C:40]([O:44][CH2:62][CH2:63][CH2:64][N:65]8[C:69](=[O:70])[C:68]9=[CH:71][CH:72]=[CH:73][CH:74]=[C:67]9[C:66]8=[O:75])[CH:39]=7)[C:18]7[CH:17]=[CH:16][C:15]=3[N:45]=7)[CH:21]=[CH:22]6)[CH:26]=[CH:27]5)=[CH:10][CH:11]=4)[CH:51]=[CH:50][CH:49]=2)[C:66](=[O:75])[C:67]2=[CH:68][CH:71]=[CH:72][CH:73]=[C:74]12
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 4875Potassium IodideHCID 11430Potassium CarbonateHCID 21611N-3-BromopropylphthalimideHCID 135462976Tetra(3-hydroxyphenyl)porphyrin

生成物 1

HCID 16178995HCID 16178995、化合物

試薬・触媒・溶媒 1

HCID 6228
Dimethylformamide
溶媒

反応条件

温度
21 °C

実験手順

7.56 g (11.14 mmol) of 5,10,15,20-tetrakis-(3-hydroxyphenyl)-porphyrin [CARN 22112-79-4] is dissolved in 300 ml of anhydrous N,N-dimethylformamide and mixed with 30.79 g (222.8 mmol) of potassium carbonate and 7.40 g (44.55 mmol) of potassium iodide. 59.72 g (222.8 mmol) of N-(3-bromopropyl)-phthalimide is added to the suspension that is stirred under argon at 21° C. After 24 hours of stirring with exclusion of light, the suspension is filtered, the filtrate is largely concentrated by evaporation in a vacuum, mixed with dichloromethane and shaken out twice with water. The organic phase is dried on anhydrous magnesium sulfate, filtered and concentrated by evaporation, the residue is chromatographed on silica gel 60 (Merck) with dichloromethane/methanol. The product fractions are concentrated by evaporation, taken up in a little dichloromethane and the title compound is precipitated by the addition of diethyl ether.

後処理

  1. stirringAfter 24 hours of stirring with exclusion of light
  2. filtrationthe suspension is filtered
  3. concentrationthe filtrate is largely concentrated by evaporation in a vacuum
  4. additionmixed with dichloromethane
  5. stirringshaken out twice with water
  6. dry with materialThe organic phase is dried on anhydrous magnesium sulfate
  7. filtrationfiltered
  8. concentrationconcentrated by evaporation
  9. customthe residue is chromatographed on silica gel 60 (Merck) with dichloromethane/methanol
  10. concentrationThe product fractions are concentrated by evaporation
  11. customthe title compound is precipitated by the addition of diethyl ether

出典と根拠

ORDレコード
ord-8c5d591e9abd4d1187d7067ac7c704d3
出典データセット
uspto-grants-1997_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05674467

反応ノート

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このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート