Borane → HCID 17989424, compound

Participants

Reaction Conditions

Reaction Steps

This amide was dissolved in THF (15 ml) then borane (5.6 ml, 1M solution in THF) was introduced. The reaction mixture was stirred for 18 hours at 50° C. under argon. Excess borane was quenched by the dropwise addition of MeOH then aq HCl (2M, 200 ul). The solvent was removed in vacuo and the residual oil partitioned between ethyl acetate and a saturated solution of aqueous sodium bicarbonate (20 ml). The aqueous phase was extracted with ethyl acetate (3×50 ml). The combined ethyl acetate layers were washed with brine and dried over MgSO4. The solvent was removed in vacuo to yield 1-[2-(2-methoxy-4-nitro-phenoxy)-ethyl]-azetidine as a pale red oil (53 mg, 38%);

Provenance & Evidence