Methanamine, N-methoxy-, hydrochloride (1:1) → HCID 58136914, compound

Participants

Reaction Conditions

Reaction Steps

Ethyl 3-ethoxy-5-(pentafluorosulfanyl)benzoate (4.8 g) was dissolved in THF (150 ml) and admixed with N,O-dimethylhydroxylamine hydrochloride (2.20 g). The mixture was cooled to approx. −15° C. under argon, and isopropylmagnesium chloride (22.5 ml, 2 M in THF) was added dropwise within 10 min. After stirring at −15° C. for 20 min, the cooling bath was removed and the mixture was stirred at RT for another 1 h. Then saturated ammonium chloride solution was added and the mixture was extracted three times with EA. The combined organic phases were dried over magnesium sulfate, filtered and concentrated. The residue was purified using silica gel (120 g cartridge, n-heptane/MtB ether gradient of 20-100% within 60 min). 2.80 g of the title compound were obtained.

Provenance & Evidence