Formaldehyde → 3-(pentafluoroethyl)-1H-1,2,4-triazole 1-ylmethanol

HRID 1983040Notes

Reaction equation

HRID 1983040 reaction equation
[F:1][C:2]([F:12])([C:7]1[N:11]=[CH:10][NH:9][N:8]=1)[C:3]([F:6])([F:5])[F:4].[CH2:13]=[O:14]>CC(C)=O>[F:12][C:2]([F:1])([C:7]1[N:11]=[CH:10][N:9]([CH2:13][OH:14])[N:8]=1)[C:3]([F:6])([F:5])[F:4]

Participants

4

Reactant 2

HCID 712FormaldehydeHCID 178506330HCID 178506330, compound

Product 1

HCID 231491283-(pentafluoroethyl)-1H-1,2,4-triazole 1-ylmethanolYield 90.3%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Conditions

Temperature
150 °C

Procedure

The mixture of 1.45 g of 3-(pentafluoroethyl)-1H-1,2,4-triazole and 0.46 g of paraformaldehyde was stirred at 150° C. for 5 hours. After the reaction mixture was cooled to room temperature, acetone was added. The mixture was filtered. The filtrate was concentrated. Hexane was added to the residue, as a result, a crystal was formed. The crystal was collected to obtain 1.52 g of 3-(pentafluoroethyl)-1H-1,2,4-triazole 1-ylmethanol.

Workup

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

Sources & evidence

ORD record
ord-afc0b764cab24b808968e20c9a4eb568
Source dataset
uspto-grants-2009_06
Patent number
US07541374B2

Reaction notes

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