Sodium borohydride → 3-Hydroxycyclobutyl 2,2-dimethylpropanoate

Participants

Reaction Steps

To a stirred solution of 3-oxocyclobutyl pivalate (15.1 g, 88.7 mmol) in ethanol (100 ml) at 0° C. was added sodium borohydride (4.69 ml, 133 mmol) in several portions. The reaction was stirred for 30 min, slowly quenched with 10% aqueous HCl and concentrated to remove ethanol. The solution was taken up with more 10% HCl, extracted with DCM (3×), washed with brine, dried over MgSO4 and concentrated to give the title compound as a light yellow oil.

Provenance & Evidence