Nitrogen → HCID 58052550, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of crude methyl 3-(allyloxy)-2,2-dimethylpropanoate (7.28 g, 1 eq.), MeOH (63 ml), DCM (63 ml) and pyridine (16 ml) was cooled to −78° C. O3 was passed through the reaction mixture until the colorless solution turned light blue. N2 was passed for 1 min. NaBH4 (4.00 g, 2.5 eq.) was added. The reaction mixture was stirred at 0° C. for 3 h. Saturated aqueous NH4Cl was carefully added. The resulting mixture was extracted with EtOAc, dried over MgSO4 and concentrated. Silica gel chromatography using 6-66% EtOAc-heptane yields the title compound as a colorless oil (7.45 g, 31%).

Provenance & Evidence