Isopropyl iodide → HCID 59280238, compound

Participants

Reaction Steps

1,8-Diazabicyclo[5.4.0]undec-7-ene (DBU, 5.5 μL, 0.037 mmol) and 2-iodopropane (65 μL, 0.65 mmol) were added to a solution of acid 12i (8 mg, 0.019 mmol) in acetone (0.19 mL) at rt under nitrogen. After 3 d at room temperature, the volatiles were evaporated under a stream of nitrogen. The residue was diluted with water (1 mL), acidified with 1.0 N HCl (1 mL) and extracted with EtOAc (3×10 mL). The combined extracts were washed with brine (5 mL), then dried (Na2SO4), filtered and concentrated in vacuo. Purification of the residue by flash column chromatography on 4 g silica (hexanes→EtOAc, gradient) afforded 6.5 mg (74%) of 12j.

Provenance & Evidence