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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 249708Generated: October 24, 2026

Bromide ion → 1-(3,5-Di-tert-butyl-4-hydroxyphenyl)-2-[(pyridin-2-ylmethyl)amino]ethanone hydrobromide

https://huagongshe.com/en/reaction/249708

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBromide ionHCID 259—
Reactant2-PyridinemethanamineHCID 19509—
Reactant2-Bromo-1-[3,5-di(tert-butyl)-4-hydroxyphenyl]ethan-1-oneHCID 616161—
ReactantLithium bis(trimethylsilyl)amideHCID 57426343—
SolventTetrahydrofuranHCID 8028—
Product1-(3,5-Di-tert-butyl-4-hydroxyphenyl)-2-[(pyridin-2-ylmethyl)amino]ethanone hydrobromideHCID 8663295848.8%

Reaction Steps

2-(Aminomethyl)pyridine (100 mg) was initially introduced in absolute THF (12 ml) and treated with lithium hexamethyldisilazane solution (1.01 ml, 1 M in THF) at RT with stirring and under argon. After 30 min, 2-bromo-1-(3,5-di-tert-butyl-4-hydroxyphenyl)ethanone (0.5 eq., 151 mg, dissolved in 1.5 ml absolute THF) was added dropwise. For completion of the reaction, the remaining amount of bromide (151 mg) was added and after 2 hours the precipitate formed was filtered off with suction and dried. The 98 mg of the title compound obtained are contaminated with small amounts of THF which, however, do not interfere with the further reaction.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07863269B2
Source datasetuspto-grants-2011_01
ORD IDord-95d0713d57cf489f97dd908458377bb5
Source noteuspto-grants-2011_01