Formaldehyde → (3-phenyl-1H-pyrazol-1-yl)methanol

HRID 1983005Notes

Reaction equation

HRID 1983005 reaction equation
[C:1]1([C:7]2[CH:11]=[CH:10][NH:9][N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH2:12]=[O:13].C(N(CC)CC)C>CC(C)=O>[C:1]1([C:7]2[CH:11]=[CH:10][N:9]([CH2:12][OH:13])[N:8]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

5

Reactant 3

HCID 712FormaldehydeHCID 8471TriethylamineHCID 178420101HCID 178420101, compound

Product 1

HCID 23149203(3-phenyl-1H-pyrazol-1-yl)methanolYield 75.9%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Conditions

Temperature
130 °C

Procedure

The mixture of 2.88 g of 3-phenyl-1H-pyrazole, 0.67 g of paraformaldehyde and 0.3 ml 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. After the mixture was filtered, hexane was added to the filterate to produce a crystal. The crystal was collected to obtain 2.64 g of 3-phenyl-1H-pyrazole-1-ylmethanol.

Workup

  1. temperatureAfter the reaction mixture was cooled to room temperature
  2. filtrationAfter the mixture was filtered
  3. additionhexane was added to the filterate
  4. customto produce a crystal
  5. customThe crystal was collected

Sources & evidence

ORD record
ord-5b2533b979f94c27b3a4e4c67abb73f2
Source dataset
uspto-grants-2009_06
Patent number
US07541374B2

Reaction notes

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