Formaldehyde → 4-bromo-3-i-propyl-1H-pyrazole-1-ylmethanol

HRID 1983008Notes

Reaction equation

HRID 1983008 reaction equation
[Br:1][C:2]1[C:3]([CH:7]([CH3:9])[CH3:8])=[N:4][NH:5][CH:6]=1.[CH2:10]=[O:11].C(N(CC)CC)C>CC(C)=O>[Br:1][C:2]1[C:3]([CH:7]([CH3:9])[CH3:8])=[N:4][N:5]([CH2:10][OH:11])[CH:6]=1

Participants

5

Reactant 3

HCID 712FormaldehydeHCID 8471TriethylamineHCID 178440430HCID 178440430, compound

Product 1

HCID 231492074-bromo-3-i-propyl-1H-pyrazole-1-ylmethanolYield 59.2%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Conditions

Temperature
130 °C

Procedure

The mixture of 1.88 g of 4-bromo-3-i-propyl-1H-pyrazole, 0.60 g of paraformaldehyde and 0.10 g of triethylamine was stirred at 130° C. for 5 hours. After the reaction mixture was cooled to room temperature, acetone was added to the reaction mixture. The mixture was filtered, and the filtrate was concentrated under reduced pressure to obtain 1.29 g of 4-bromo-3-i-propyl-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

Sources & evidence

ORD record
ord-2684f6618c034ad89329cca486ca5fbe
Source dataset
uspto-grants-2009_06
Patent number
US07541374B2

Reaction notes

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