Bromine → HCID 20303432, compound

HRID 1732996Notes

Reaction equation

HRID 1732996 reaction equation
[N:1]1([C:6]2[CH:11]=[CH:10][C:9]([CH2:12][C:13]([OH:15])=[O:14])=[CH:8][CH:7]=2)[CH:5]=[CH:4][CH:3]=[N:2]1.[Br:16]Br>C(Cl)(Cl)(Cl)Cl>[Br:16][C:4]1[CH:3]=[N:2][N:1]([C:6]2[CH:7]=[CH:8][C:9]([CH2:12][C:13]([OH:15])=[O:14])=[CH:10][CH:11]=2)[CH:5]=1

Participants

4

Reactant 2

HCID 24408BromineHCID 12094244[4-(1H-Pyrazol-1-yl)phenyl]acetic acid

Product 1

HCID 20303432HCID 20303432, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent2×

Procedure

20.2 g (100 mmoles) of 4-(pyrazol-1-yl)phenylacetic acid are dissolved in 400 ml of carbon tetrachloride. 16 g of bromine (200 mmoles) in 400 ml of carbon tetrachloride are added dropwise, with ice cooling, to the resulting solution. After subsequent stirring for half an hour at room temperature, washing with sodium dithionite solution is effected; this is followed by drying with sodium sulfate and, finally, by evaporation to dryness to obtain 27.5 g (98% of theory) of 4-(4-bromo-pyrazol-1-yl)phenylacetic acid, m.p. 187° C. (from acetonitrile).

Workup

  1. washwashing with sodium dithionite solution
  2. dry with materialby drying with sodium sulfate
  3. customfinally, by evaporation to dryness

Sources & evidence

ORD record
ord-26a8ee40f231404b9ea6c16fc754a339
Source dataset
uspto-grants-1980_12
Patent number
US04239901

Reaction notes

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