Stearoyl chloride → HCID 86589699, compound

Participants

Reaction Steps

6.06 g (20 mmol) stearic acid chloride is dissolved in 10 ml dry THF. 2.77 ml (20 mmol) triethylamine and 2.91 g (22 mmol) tert-butylcarbazate, dissolved in 10 ml THF, are added dropwise with stirring at room temperature over a 10 min period, and the mixture is stirred for 30 min. The reaction mixture is filtered and the solvent is removed under vacuum. The oily residue is taken up in 50 ml ethyl acetate and extracted twice with 70 ml H2O. The organic phase is dried over Na2SO4 and filtered, and the solvent is evaporated under vacuum. The oily residue is dissolved in 50 ml warm ethanol and stored for 12 h at +4° C. The white precipitate is filtered and washed twice with 30 ml ethanol each. After drying under high vacuum, 3.6 g stearic acid tert-butylcarbazate is obtained; Rf=0.9 (ethyl acetate/n-hexane 2/1).

Provenance & Evidence