Acetic Acid → 1-tert-butyl-4-chloromethyl-5-methoxy-3-trifluoromethyl-1H-pyrazole
Reaction equation
[CH2:1]=[O:2].[ClH:3].[C:4]([N:8]1[C:12](OC)=[CH:11][C:10]([C:15]([F:18])([F:17])[F:16])=[N:9]1)([CH3:7])([CH3:6])[CH3:5].O.[C:20](O)(=O)C>>[C:4]([N:8]1[C:1]([O:2][CH3:20])=[C:11]([CH2:12][Cl:3])[C:10]([C:15]([F:16])([F:17])[F:18])=[N:9]1)([CH3:5])([CH3:6])[CH3:7]Participants
Conditions
- Temperature
- 60 °C
Procedure
5.4 g of paraformaldehyde (180.2 mmoles in terms of formaldehyde) and 20 ml of concentrated hydrochloric acid were added to a solution of 20.0 g (90.1 mmoles) of 1-tert-butyl-5-methoxy-3-trifluoromethyl-1H-pyrazole dissolved in 90 ml of acetic acid. The mixture was stirred at 60° C. for 30 minutes to give rise to a reaction. After the completion of the reaction, the reaction mixture was poured into water, followed by extraction with diisopropyl ether. The resulting organic layer was washed with water and then dried over anhydrous magnesium sulfate. The resulting solution was subjected to vacuum distillation to remove the solvent contained therein, to obtain 21.7 g (yield: 89.0%) of 1-tert-butyl-4-chloromethyl-5-methoxy-3-trifluoromethyl-1H-pyrazole.
Workup
- customto give rise
- customto a reaction
- customAfter the completion of the reaction
- extractionfollowed by extraction with diisopropyl ether
- washThe resulting organic layer was washed with water
- dry with materialdried over anhydrous magnesium sulfate
- distillationThe resulting solution was subjected to vacuum distillation
- customto remove the solvent
Sources & evidence
- ORD record
- ord-c120315f45f848da9cb9706716b3fbe3
- Source dataset
- uspto-grants-2010_11
- Patent number
- US07833939B2
Reaction notes
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