Formaldehyde → 4-bromo-3-(pentafluoroethyl)-1H-pyrazole-1-ylmethanol

HRID 1983045Notes

Reaction equation

HRID 1983045 reaction equation
[Br:1][C:2]1[C:3]([C:7]([F:13])([F:12])[C:8]([F:11])([F:10])[F:9])=[N:4][NH:5][CH:6]=1.[CH2:14]=[O:15]>CC(C)=O>[Br:1][C:2]1[C:3]([C:7]([F:13])([F:12])[C:8]([F:9])([F:10])[F:11])=[N:4][N:5]([CH2:14][OH:15])[CH:6]=1

Participants

4

Reactant 2

HCID 712FormaldehydeHCID 178506331HCID 178506331, compound

Product 1

HCID 231491334-bromo-3-(pentafluoroethyl)-1H-pyrazole-1-ylmethanolYield 50.3%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Conditions

Temperature
130 °C

Procedure

The mixture of 13.72 g of 4-bromo-3-(pentafluoroethyl)-1H-pyrazole and 3.00 g of paraformaldehyde was stirred at 130° C. for 5 hours. After the reaction mixture was cooled to room temperature, acetone was added. The mixture was filtered. The filtrate was concentrated under reduced pressure. Hexane was added to the filtrate, as a result, a crystal was formed. The crystal was collected to obtain 7.69 g of 4-bromo-3-(pentafluoroethyl)-1H-pyrazole-1-ylmethanol.

Workup

  1. temperatureAfter the reaction mixture was cooled to room temperature
  2. filtrationThe mixture was filtered
  3. concentrationThe filtrate was concentrated under reduced pressure
  4. additionHexane was added to the filtrate, as a result
  5. customa crystal was formed
  6. customThe crystal was collected

Sources & evidence

ORD record
ord-c67c9c6a8c9245d48876786e720d34a7
Source dataset
uspto-grants-2009_06
Patent number
US07541374B2

Reaction notes

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