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Potassium Iodide → HCID 16178995, 화합물

HRID 1488443
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HRID 1488443 반응식
[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
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

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

생성물 1

HCID 16178995HCID 16178995, 화합물

시약·촉매·용매 1

HCID 6228
Dimethylformamide
용매

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온도
21 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-8c5d591e9abd4d1187d7067ac7c704d3
출처 데이터셋
uspto-grants-1997_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05674467

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