tert-Butanol → HCID 69731332, Verbindung

HRID 1814369Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1814369
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH:3]=[N:2]1.[CH2:10]1[O:13][C@H:11]1[CH3:12].CC(C)([O-])C.[K+].CC(O)(C)C>C1COCC1>[N:1]1([CH2:10][C@H:11]([CH3:12])[OH:13])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH:3]=[N:2]1

Komponenten

6

Edukt 4

HCID 6386tert-ButanolHCID 92211H-IndazoleHCID 146262(2S)-2-MethyloxiraneHCID 23665647Potassium tert-butoxide

Produkt 1

HCID 69731332HCID 69731332, VerbindungAusbeute 67 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

A mixture of 0.5 g (4.23 mmol) indazole, 0.3 mL (S)-propylene oxide (4.4 mmol), 0.53 g potassium t-butoxide (4.3 mmol) and 15 mL of 25:1 t-BuOH:THF was stirred in a sealed tube at 70° C. overnite. The solvent was removed in vacuo, 50 mL ethyl acetate was added to the residue, the mixture was filtered, concentrated and the residue purified by chromatography over silica eluting with 1:1 EtOAc:hexanes to yield 0.250 g (1.42 mmol, 67%) of the title compound as a viscous oil. MS (APCI) m/z 177 (M+1).

Aufarbeitung

  1. customThe solvent was removed in vacuo, 50 mL ethyl acetate
  2. additionwas added to the residue
  3. filtrationthe mixture was filtered
  4. concentrationconcentrated
  5. customthe residue purified by chromatography over silica eluting with 1:1 EtOAc

Quellen und Nachweise

ORD-Eintrag
ord-c9e43ffe6ec548a49a6947d2df400bad
Quelldatensatz
uspto-grants-2005_04
Patentnummer
US06875765B2

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