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

Bromine → 5-Methyl-2-[3-[2,6-dimethyl-4-(2-methyl-tetrazol-5-yl)phenoxy]-propyl]-2,5-dimethoxy-2,5-dihydrofuran

HRID 865694
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 865694
C(=O)([O-])[O-].[Na+].[CH3:6][C:7]1([O:32][CH3:33])[O:11][C:10]([CH2:14][CH2:15][CH2:16][O:17][C:18]2[C:23]([CH3:24])=[CH:22][C:21]([C:25]3[N:26]=[N:27][N:28]([CH3:30])[N:29]=3)=[CH:20][C:19]=2[CH3:31])([O:12][CH3:13])[CH:9]=[CH:8]1.[Na+].CC1OC(CCCOC2C(C)=CC(C3N=NN(C)N=3)=CC=2C)=CC=1.BrBr>CO.[Cl-].[Na+].O>[CH3:6][C:7]1([O:32][CH3:33])[O:11][C:10]([CH2:14][CH2:15][CH2:16][O:17][C:18]2[C:23]([CH3:24])=[CH:22][C:21]([C:25]3[N:26]=[N:27][N:28]([CH3:30])[N:29]=3)=[CH:20][C:19]=2[CH3:31])([O:12][CH3:13])[CH:9]=[CH:8]1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 3

HCID 24408BromineHCID 52730885-[3,5-Dimethyl-4-[3-(5-methyl-2-furyl)propoxy]phenyl]-2-methyl-tetrazoleHCID 677670605-Methyl-2-[3-[2,6-dimethyl-4-(2-methyl-tetrazol-5-yl)-phenoxy]-propyl]-2,5 dimethoxy-2,5-dihydrofuran Sodium carbonate

Produkt 1

HCID 229153545-Methyl-2-[3-[2,6-dimethyl-4-(2-methyl-tetrazol-5-yl)phenoxy]-propyl]-2,5-dimethoxy-2,5-dihydrofuranAusbeute 87 %

Reagenzien, Katalysatoren, Lösungsmittel

2
HCID 887MethanolLösungsmittel2×HCID 57417360Sodium chloride; waterLösungsmittel

Versuchsvorschrift

5-Methyl-2-[3-[2,6-dimethyl-4-(2-methyl-tetrazol-5-yl)-phenoxy]-propyl]-2,5 dimethoxy-2,5-dihydrofuran Sodium carbonate (1.2 g) was added to a cooled (-10° C.) solution of 5-methyl 2-[3-[2,6-dimethyl-4-(2-methyl-tetrazol-5-yl)-phenoxy]-propyl]furan from example 9d (780 mg, 2.4 mmol) in 18 mL of methanol with stirring, and then bromine (0.135 g, 14 mmol) in 8 mL of methanol was added dropwise until the brown color persisted, and the resulting reaction mixture was allowed to stir at -10° C. for 45 min. To the mixture was added brine, extracted with ether (3×25 mL), and the organic layer was washed with water, dried over magnesium sulfate, and concentrated in vacuo to yield an oil which was purified by MPLC chromatography (ethyl acetate/hexane 3:7) to afford 820 mg (76.3%) of 5-methyl-2-[3-[2,6-dimethyl-4-(2-methyl-tetrazol-5-yl)-phenoxy]-propyl]-2,5-dimethoxy-2,5-dihyrofuran.

Aufarbeitung

  1. customthe resulting reaction mixture
  2. stirringto stir at -10° C. for 45 min
  3. extractionextracted with ether (3×25 mL)
  4. washthe organic layer was washed with water
  5. dry with materialdried over magnesium sulfate
  6. concentrationconcentrated in vacuo
  7. customto yield an oil which
  8. customwas purified by MPLC chromatography (ethyl acetate/hexane 3:7)

Quellen und Nachweise

ORD-Eintrag
ord-59e3da985c9f435f8506b6e61a2150e6
Quelldatensatz
uspto-grants-1996_10
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05567717

Notizen zur Reaktion

Wird geladen…

Auf dieser SeiteKomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion