Hydrogen Bromide → 4-(bromomethyl)pyridin-2(1H)-one

HRID 1475234Notes

Reaction equation

HRID 1475234 reaction equation
O[CH2:2][C:3]1[CH:8]=[CH:7][NH:6][C:5](=[O:9])[CH:4]=1.[BrH:10]>>[Br:10][CH2:2][C:3]1[CH:8]=[CH:7][NH:6][C:5](=[O:9])[CH:4]=1

Participants

3

Reactant 2

HCID 260Hydrogen BromideHCID 110946104-(Hydroxymethyl)pyridin-2(1H)-one

Product 1

HCID 572810514-(bromomethyl)pyridin-2(1H)-oneYield 100%

Conditions

Temperature
100 °C

Procedure

A mixture of 4-(hydroxymethyl)pyridin-2(1H)-one (150 mg, 1.2 mmol) and aqueous hydrogen bromide (48%, 10 mL) was heated to 100° C. for 16 h. The reaction mixture was cooled to RT and concentrated under reduced pressure to afford 4-(bromomethyl)pyridin-2(1H)-one as a brown solid (225 mg, 100%), which was directly used for next step without further purification. MS (ES+) C6H6BrNO requires: 188. found: 189 [M+H]+.

Workup

  1. temperatureThe reaction mixture was cooled to RT
  2. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-185a61786cfe474f93f9b1021921a8e2
Source dataset
uspto-grants-2015_04
Patent number
US09018380B2

Reaction notes

Loading…