Hydrogen Bromide → 2-Bromo-1-phenyl-2-pyrid-4-ylethanone

HRID 1803901Notes

Reaction equation

HRID 1803901 reaction equation
[C:1]1([C:7](=[O:15])[CH2:8][C:9]2[CH:14]=[CH:13][N:12]=[CH:11][CH:10]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[BrH:16].BrBr>C(O)(=O)C>[Br:16][CH:8]([C:9]1[CH:10]=[CH:11][N:12]=[CH:13][CH:14]=1)[C:7]([C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1)=[O:15]

Participants

5

Reactant 3

HCID 260Hydrogen BromideHCID 24408BromineHCID 2871041-Phenyl-2-(4-pyridinyl)ethanone

Product 1

HCID 134660102-Bromo-1-phenyl-2-pyrid-4-ylethanone

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent3×

Conditions

Temperature
60 °C

Procedure

To a solution of 36 g (182 mmol) of 1-phenyl-2-pyrid-4-ylethanone in 350 mL of acetic acid are successively added at room temperature 28 ml (210 mmol) of a solution containing 30% by weight of hydrobromic acid in acetic acid and 10.1 ml (197 mmol) of bromine dissolved in 50 mL of acetic acid. The solution is heated at 60° C. for one hour and then cooled. The product is precipitated by adding diethyl ether, and 63 g of a yellow solid are isolated after drying.

Workup

  1. temperaturecooled
  2. customThe product is precipitated
  3. additionby adding diethyl ether, and 63 g of a yellow solid
  4. customare isolated
  5. customafter drying

Sources & evidence

ORD record
ord-d2eff27045ce408dbfeac5cecbe36e99
Source dataset
uspto-grants-2013_01
Patent number
US08354405B2

Reaction notes

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