StartseiteMCPWorkbenchSkills
StartseiteWorkbenchBenachrichtigungenMein Bereich
llms.txt · MCP-AnleitungDatenschutz · Nutzungsbedingungen · Supportv1.8.0
  1. Startseite
  2. /Reaktion

Methylene blue cation → Benzofuran

HRID 1799359
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1799359
O[C:2]1[CH:7]=[C:6](OC)[CH:5]=[C:4]([O:10]C)[C:3]=1[CH:12](SCCC(O)=O)[CH2:13]C(C)C.CC1C=C[C@@H](C(C)C)CC=1.[N+](CC)([O-])=O.[C].[S].CN(C1C=CC2N=C3C(=CC(C=C3)=[N+](C)C)SC=2C=1)C>C1CCCCC1.[N+](C)([O-])=O>[CH:7]1[CH:2]=[C:3]2[CH:12]=[CH:13][O:10][C:4]2=[CH:5][CH:6]=1
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

8

Edukt 5

HCID 4139Methylene blue cation3×HCID 6587NitroethaneHCID 442482alpha-PHELLANDRENE, (-)-HCID 58835499HCID 58835499, VerbindungHCID 178503045HCID 178503045, Verbindung

Produkt 1

HCID 9223BenzofuranAusbeute 53 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6375NitromethaneLösungsmittelHCID 8078CyclohexaneLösungsmittel2×

Reaktionsbedingungen

Temperatur
55 °C

Versuchsvorschrift

Under the condition of 25° C. and 1 atmospheric pressure, 5.2 mg of 3-[1-(2-hydroxy-4,6-dimethoxyphenyl)-3-methylbutylthio] propanoic acid and 7.2 mg of α-phellandrene were added to the solvent system consisting of of 5 mL of cyclohexane, 4 mL of nitroethane and 1 mL of nitromethane contained in a pyrex glass container and dissolved. Further, 264 mg of lithium perchloride (acceleration of carbon-sulfur cleavage reaction along with the photo electron transportation of a sulfur atom progressed by light irradiation to methylene blue and acceleration of inner molecular ring forming reaction) and 2.3 mg of methylene blue were added and dissolved completely. Lithium perchloride and methylene blue were completely dissolved in the lower layer (nitroalkane layer). By heating this solution to 55° C., homogenized completely and under the argon gas flow halogen lamp (visible ray lamp, wave length from 400 nm to 700 nm) was irradiated for 4 hours. After irradiation, by cooling the reaction solution to 25° C., phase separation occurred again (separated solution system). In the lower layer, methylene blue, lithium perchloride, disulfide generated along with the progress of the reaction and un-reacted starting materials were refined. And, in the cyclohexane layer, the reacted product is refined. Yield is 53%.

Aufarbeitung

  1. dissolutiondissolved
  2. customforming
  3. additionwere added
  4. dissolutiondissolved completely
  5. customwas irradiated for 4 hours
  6. customAfter irradiation
  7. temperatureby cooling the reaction solution to 25° C.
  8. customphase separation
  9. custom(separated solution system)
  10. customIn the lower layer, methylene blue, lithium perchloride, disulfide generated along with the progress of the reaction
  11. customun-reacted

Quellen und Nachweise

ORD-Eintrag
ord-8484c4737b8f488eb12bbb7e0d0e1c9d
Quelldatensatz
uspto-grants-2013_01
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08344103B2

Notizen zur Reaktion

Wird geladen…

Auf dieser SeiteKomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion