2-Phenyl-1-(3-pyridyl)-ethanone hydrobromide → 2-Bromo-2-phenyl-1-(3-pyridyl)ethanone hydrobromide

HRID 544645Notes

Reaction equation

HRID 544645 reaction equation
[BrH:1].[C:2]1([CH2:8][C:9]([C:11]2[CH:12]=[N:13][CH:14]=[CH:15][CH:16]=2)=[O:10])[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>C(O)(=O)C>[BrH:1].[Br:1][CH:8]([C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1)[C:9]([C:11]1[CH:12]=[N:13][CH:14]=[CH:15][CH:16]=1)=[O:10]

Participants

3

Reactant 1

HCID 204583662-Phenyl-1-(3-pyridyl)-ethanone hydrobromide

Product 1

HCID 134660052-Bromo-2-phenyl-1-(3-pyridyl)ethanone hydrobromide

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

120 g of 2-phenyl-1-(3-pyridyl)-ethanone hydrobromide are heated to 75° in 1000 ml of acetic acid. The heating bath is then removed and, while stirring, a solution of 75.8 g of bromine in 30 ml of acetic acid is added in portions each of 5 ml. While then stirring, the mixture is gradually allowed to cool to 60°, then is cooled to 20° by means of an ice-bath, filtered with suction, washed first once with 100 ml of cold acetic acid and then twice with 200 ml of diethyl ether each time, and dried under reduced pressure. 2-Bromo-2-phenyl-1-(3-pyridyl)-ethanone hydrobromide having a melting point of 216°-219° is obtained.

Workup

  1. customThe heating bath is then removed
  2. additiona solution of 75.8 g of bromine in 30 ml of acetic acid is added in portions each of 5 ml
  3. stirringWhile then stirring
  4. temperatureto cool to 60°
  5. temperatureis cooled to 20° by means of an ice-bath
  6. filtrationfiltered with suction
  7. washwashed first once with 100 ml of cold acetic acid
  8. dry with materialtwice with 200 ml of diethyl ether each time, and dried under reduced pressure

Sources & evidence

ORD record
ord-243ed6b1d732414e947a9687e5a824a0
Source dataset
uspto-grants-1984_05
Patent number
US04451471

Reaction notes

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