Hydrogen Bromide → HCID 136970221, compound

HRID 628513Notes

Reaction equation

HRID 628513 reaction equation
C[O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[C:13]([CH3:14])=[CH:12][N:11]([CH3:15])[N:10]=2)=[CH:5][C:4]=1[CH3:16].Br>C(O)(=O)C>[CH3:15][N:11]1[CH:12]=[C:13]([CH3:14])[C:9]([C:6]2[CH:7]=[CH:8][C:3]([OH:2])=[C:4]([CH3:16])[CH:5]=2)=[N:10]1

Participants

4

Reactant 2

HCID 260Hydrogen BromideHCID 118236505HCID 118236505, compound

Product 1

HCID 136970221HCID 136970221, compoundYield 93.6%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of 3-(4-methoxy-3-methyl-phenyl)-1,4-dimethyl-1H-pyrazole (described in Reference Preparation example 57) 2.4 g, 47% hydrobromic acid 18 ml and acetic acid 18 ml was stirred with heating under reflux for sixteen hours. The solvent was distilled off and to the resulting residues was added ethyl acetate 50 ml, and the resulting mixture was stirred at room temperature for one hour. The precipitates were filtered and were washed with hexane, and were concentrated under reduced pressure to give 4-(1,4-dimethyl-1H-pyrazol-3-yl)-2-methyl-phenol 2.1 g.

Workup

  1. temperaturewith heating
  2. temperatureunder reflux for sixteen hours
  3. distillationThe solvent was distilled off and to the resulting residues
  4. additionwas added ethyl acetate 50 ml
  5. stirringthe resulting mixture was stirred at room temperature for one hour
  6. filtrationThe precipitates were filtered
  7. washwere washed with hexane
  8. concentrationwere concentrated under reduced pressure

Sources & evidence

ORD record
ord-beac8355d535422eb1df069210743749
Source dataset
uspto-grants-2016_04
Patent number
US09314023B2

Reaction notes

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