Hydroxyamine hydrochloride → (NE)-N-[[3,3-bis(fluoromethyl)-1-hydroxy-2,1-benzoxaborol-5-yl]methylidene]hydroxylamine

Participants

Reaction Steps

To a mixture of 3,3-bis(fluoromethyl)-1-hydroxy-1,3-dihydrobenzo[c][1,2]oxaborole-5-carbaldehyde (400 mg, 1.77 mmol) and NH2OH.HCl (148 mg, 2.12 mmol) in THF (25 mL) and H2O (5 mL) at rt was added NaOAc (203 mg, 2.48 mmol). The mixture was stirred at rt overnight, diluted with H2O and extracted with EA (50 mL×2). The combined organic layers were washed with brine, dried over Na2SO4, filtered and concentrated under reduced pressure. The crude product (440 mg) was used directly in the next step without purification.

Provenance & Evidence