Bromine → HCID 46220018, compound

HRID 1843078Notes

Reaction equation

HRID 1843078 reaction equation
[Br:1]Br.[CH3:3][N:4]1[C:8]([C:9]([OH:11])=[O:10])=[CH:7][C:6]([C:12]([F:24])([F:23])[C:13]([F:22])([F:21])[C:14]([F:20])([F:19])[C:15]([F:18])([F:17])[F:16])=[N:5]1>O>[Br:1][C:7]1[C:6]([C:12]([F:23])([F:24])[C:13]([F:21])([F:22])[C:14]([F:19])([F:20])[C:15]([F:18])([F:17])[F:16])=[N:5][N:4]([CH3:3])[C:8]=1[C:9]([OH:11])=[O:10]

Participants

4

Reactant 2

HCID 24408BromineHCID 87377948HCID 87377948, compound

Product 1

HCID 46220018HCID 46220018, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

At 40° C., 255 mg (1.60 mmol) of bromine are added dropwise to a solution of 0.50 g (1.45 mmol) of 1-methyl-3-nonafluorobutyl-1H-pyrazole-5-carboxylic acid in 3.5 ml of water and the reaction mixture is afterstirred firstly for one hour at 60° C. and then for three days at room temperature. The aqueous phase is extracted three times with dichloromethane and the organic phase is dried over sodium sulphate. The dichloromethane is distilled off at reduced pressure on a rotary evaporator. This gives 0.54 g of 4-bromo-1-methyl-3-nonafluorobutyl-1H-pyrazole-5-carboxylic acid (80%) as an oil.

Workup

  1. waitfor three days at room temperature
  2. extractionThe aqueous phase is extracted three times with dichloromethane
  3. dry with materialthe organic phase is dried over sodium sulphate
  4. distillationThe dichloromethane is distilled off at reduced pressure on a rotary evaporator

Sources & evidence

ORD record
ord-aa1e7a6951924c64942e07536456e70e
Source dataset
uspto-grants-2015_02
Patent number
US08946234B2

Reaction notes

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