Hydrogen Bromide → HCID 21097268, compound

HRID 2109301Notes

Reaction equation

HRID 2109301 reaction equation
[CH2:1]([C:3]1[N:7]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[N:6]=[CH:5][C:4]=1[C:14](=[O:16])[CH3:15])[CH3:2].[BrH:17].BrBr>CC(O)=O>[Br:17][CH2:15][C:14]([C:4]1[CH:5]=[N:6][N:7]([C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=2)[C:3]=1[CH2:1][CH3:2])=[O:16]

Participants

5

Reactant 3

HCID 260Hydrogen BromideHCID 24408BromineHCID 21097233HCID 21097233, compound

Product 1

HCID 21097268HCID 21097268, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

Procedure

To a solution of 5.40 g (25.3 mmol) of 1-(5-ethyl-1-phenyl-1H-pyrazol-4-yl)-ethanone in HOAc (30 mL) was added HBr in HOAc (30 mL). Bromine (1.42 ml, 27.7 mmol) was added dropwise and the mixture was stirred at rt for 45 minutes and was poured into ice water (500 mL). The liquid was decanted and remaining residue was washed with water, then dissolved in CH2Cl2 (500 mL) and washed with sat NaHCO3, dried over MgSO4, and concentrated to give 7.20 g of 2-bromo-1-(5-ethyl-1-phenyl-1H-pyrazol-4-yl)-ethanone.

Workup

  1. customThe liquid was decanted
  2. washwas washed with water
  3. dissolutiondissolved in CH2Cl2 (500 mL)
  4. washwashed
  5. dry with materialdried over MgSO4
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-5a984eaa000d41a683e277690e78b35a
Source dataset
uspto-grants-2009_04
Patent number
US07514458B2

Reaction notes

Loading…