Formaldehyde → HCID 23149182, compound

HRID 1983055Notes

Reaction equation

HRID 1983055 reaction equation
[Cl:1][C:2]([Cl:10])([F:9])[S:3][C:4]1[CH:5]=[N:6][NH:7][CH:8]=1.[O:11]1CCC[CH2:12]1.C=O>O.[OH-].C([N+](CCCC)(CCCC)CCCC)CCC>[Cl:1][C:2]([Cl:10])([F:9])[S:3][C:4]1[CH:5]=[N:6][N:7]([CH2:12][OH:11])[CH:8]=1

Participants

6

Reactant 3

HCID 712FormaldehydeHCID 8028TetrahydrofuranHCID 23149183HCID 23149183, compound

Product 1

HCID 23149182HCID 23149182, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolvent3×HCID 2723671Tetrabutylammonium HydroxideSolvent

Procedure

0.19 g of 4-{[dichlorofluoromethyl]thio}-1H-pyrazole was dissolved to 5 ml of tetrahydrofuran. 5 ml of formaldehyde 36% in water and 0.1 ml of tetrabutylammonium hydroxide 10% in water were added to the solution, followed by stirring at room temperature for 4 hours. Water was added to the reaction mixture, and extracted with MTBE. The organic layer was washed with water, dried over anhydrous magnesium sulfate, and filtered. The filtrate was concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to obtain 0.22 g of 4-{[dichlorofluoromethyl]thio}-1H-pyrazole-1-ylmethanol.

Workup

  1. extractionextracted with MTBE
  2. washThe organic layer was washed with water
  3. dry with materialdried over anhydrous magnesium sulfate
  4. filtrationfiltered
  5. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-88e67316c6b842e086de44ac8c9843c5
Source dataset
uspto-grants-2009_06
Patent number
US07541374B2

Reaction notes

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