Imidazole → 1-(1H-imidazol-1-yl)-2-hexanol

A solution of 1,2-epoxyhexane (2.0 mL, 17 mmol) and imidazole (1.08 g, 16 mmol) in acetonitrile (14 mL) was stirred at reflux for 19 h. The mixture was concentrated, taken up in 2.5 M aqueous hydrochloric acid (15 mL), washed with ethyl acetate (3×6 mL), basified with sodium carbonate and extracted with ethyl acetate (3×6 mL). The combined extracts were dried (Na2SO4) and concentrated. The residue was purified by flash column chromatography (SiO2, CH2Cl2-methanol-ammonium hydroxide 80:20:1) to give 1-(1H-imidazol-1-yl)-2-hexanol as a colorless oil, 1.68 g, 63% yield. NMR spectrum was consistent with structure. MS EI: M+• 168.1259 (M+• 168.1263).

1. temperatureat reflux for 19 h
2. concentrationThe mixture was concentrated
3. washwashed with ethyl acetate (3×6 mL)
4. extractionextracted with ethyl acetate (3×6 mL)
5. dry with materialThe combined extracts were dried (Na2SO4)
6. concentrationconcentrated
7. customThe residue was purified by flash column chromatography (SiO2, CH2Cl2-methanol-ammonium hydroxide 80:20:1)

ORD-Eintrag

ord-018d6bb9cb0f47778c4e0263f11b5d54

Quelldatensatz

uspto-grants-2005_09

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US06943183B2