Formaldehyde → HCID 3811668, compound

HRID 1451319Notes

Reaction equation

HRID 1451319 reaction equation
[NH:1]1[CH:5]=[CH:4][CH:3]=[N:2]1.[CH2:6]=O.[NH:8]1[CH2:12][CH2:11][CH2:10][CH2:9]1>C(O)C>[N:8]1([CH2:6][N:1]2[CH:5]=[CH:4][CH:3]=[N:2]2)[CH2:12][CH2:11][CH2:10][CH2:9]1

Participants

5

Reactant 3

HCID 712FormaldehydeHCID 1048PyrazoleHCID 31268Pyrrolidine

Product 1

HCID 3811668HCID 3811668, compoundYield 71.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a mixture of pyrazole (88.3 g, 1.297 mol) and formalin (116 ml, 33%, 1.4 mol) in 450 ml of ethanol at 0° C. was added pyrrolidine (101.2 g, 1.425 mol) dropwise, and the mixture was heated to reflux under nitrogen for 5 h. The reaction mixture was cooled, and concentrated in vacuo. The residue was distilled (57°-58° C./0.05 mm) to afford 140 g (55.12%) of 1-(1-pyrrolidinomethyl)-pyrazole.

Workup

  1. temperaturethe mixture was heated
  2. temperatureto reflux under nitrogen for 5 h
  3. temperatureThe reaction mixture was cooled
  4. concentrationconcentrated in vacuo
  5. distillationThe residue was distilled (57°-58° C./0.05 mm)

Sources & evidence

ORD record
ord-0cb8ea5bdb5141cb9c3ec25856e98bff
Source dataset
uspto-grants-1997_02
Patent number
US05604224

Reaction notes

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