Sodium Hydroxide → HCID 178441971, compound

HRID 1983010Notes

Reaction equation

HRID 1983010 reaction equation
[C:1]([C:5]1[CH:9]=[CH:8][NH:7][N:6]=1)([CH3:4])([CH3:3])[CH3:2].[OH-].[Na+].[Br:12]Br>O>[Br:12][C:9]1[C:5]([C:1]([CH3:4])([CH3:3])[CH3:2])=[N:6][NH:7][CH:8]=1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 24408BromineHCID 178441177HCID 178441177, compound

Product 1

HCID 178441971HCID 178441971, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
0 °C

Procedure

2.48 g of 3-t-butyl-1H-pyrazole was suspended in 35 ml of water, and 2.5 g of 50% aqueous solution of sodium hydroxide was added to it. The mixture was cooled to 0° C., and then 3.50 g of bromine was added to the mixture, followed by stirring at room temperature for 7 hours. The reaction mixture was extracted by ethyl acetate. The organic layer was washed with water dried over anhydrous magnesium sulfate, filtered, and concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to obtain 3.14 of 4-bromo-3-t-butyl-1H-pyrazole.

Workup

  1. extractionThe reaction mixture was extracted by ethyl acetate
  2. washThe organic layer was washed with water
  3. dry with materialdried over anhydrous magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-6a99de2fe70a43438749455f0e89b660
Source dataset
uspto-grants-2009_06
Patent number
US07541374B2

Reaction notes

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