2-Bromobutane → 1-Sec.-butyl-4-methoxypyrazole
Reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[N:5][NH:6][CH:7]=1.O1[CH2:12][CH2:11][CH2:10][CH2:9]1.C(Br)(CC)C>O>[CH:10]([N:5]1[CH:4]=[C:3]([O:2][CH3:1])[CH:7]=[N:6]1)([CH2:11][CH3:12])[CH3:9]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 70 °C
Procedure
A mixture of 23.6 g (0.21 mol) of potassium tert.-butylate, 19.6 g (0.2 mol) of 4-methoxypyrazole (for the preparation, see Archiv der Pharmazie 300 (1967), pages 704-708), 100 ml of tetrahydrofuran and 28.7 g (0.21 mol) of sec.-butyl bromide was stirred at 70° C. for 18 hours. 300 ml of water were then added and the mixture was extracted 3 times with 100 ml of chloroform each time. The combined organic phases were dried over sodium sulphate and evaporated in vacuo. 13.2 g (42% of theory) of 1-sec.-butyl-4-methoxypyrazole were obtained from the residue, by vacuum distillation, in the form of a colorless oil with a boiling point of 60° C./0.2 mm Hg.
Workup
- customfor the preparation
- extractionthe mixture was extracted 3 times with 100 ml of chloroform each time
- dry with materialThe combined organic phases were dried over sodium sulphate
- customevaporated in vacuo
Sources & evidence
- ORD record
- ord-dea0d5e4ed284266bcee492e9f1ef468
- Source dataset
- uspto-grants-1983_05
- Patent number
- US04382947
Reaction notes
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