Triethylamine → ethyl (+/-)-5-decyl-alpha-phenyl-2H-tetrazole-2-acetate

HRID 264065

Reaktionsgleichung

Reaktionsgleichung von HRID 264065
[CH2:1]([C:11]1[NH:15][N:14]=[N:13][N:12]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10].C(N(CC)CC)C.Br[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=1[CH2:30][C:31]([O:33][CH2:34][CH3:35])=[O:32]>C(#N)C>[CH2:1]([C:11]1[N:12]=[N:13][N:14]([CH:30]([C:25]2[CH:26]=[CH:27][CH:28]=[CH:29][CH:24]=2)[C:31]([O:33][CH2:34][CH3:35])=[O:32])[N:15]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10]

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 2780092Ethyl 2-(2-bromophenyl)acetateHCID 178442802HCID 178442802, Verbindung

Produkt 1

HCID 19391039ethyl (+/-)-5-decyl-alpha-phenyl-2H-tetrazole-2-acetateAusbeute 34 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

The 5-decyl-1H-tetrazole, (4.0 g, 0.019 mol), triethylamine (2.9 mL, 0.021 mol) and ethyl 2-bromophenylacetate (5.09 g, 0.021 mol) were dissolved in 200 mL acetonitrile and heated to reflux for 2 hours. Cooled and concentrated in vacuo to give a yellow oil. Chromatography to separate the regioisomers gave ethyl (±)-5-decyl-α-phenyl-2H-tetrazole-2-acetate as a clear oil (2.40 g, 34%).

Aufarbeitung

  1. temperatureheated
  2. temperatureto reflux for 2 hours
  3. temperatureCooled
  4. concentrationconcentrated in vacuo
  5. customto give a yellow oil
  6. customChromatography to separate the regioisomers

Quellen und Nachweise

ORD-Eintrag
ord-2ea9bf9706214eb78de91b345ae6e45e
Quelldatensatz
uspto-grants-1997_07
Patentnummer
US05646170

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