Hydrochloric Acid → 4,4-Dimethylpent-2-ynoic acid
Reaction equation
[OH-:1].[Na+].Br[C:4]1(Br)[C:8](=[O:9])NN[CH:5]1[C:10]([CH3:13])([CH3:12])[CH3:11].C(#N)C.Cl>O>[CH3:11][C:10]([CH3:13])([CH3:12])[C:5]#[C:4][C:8]([OH:1])=[O:9]Participants
6
Reactant 4
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 5 °C
Procedure
552 g of sodium hydroxide was dissolved in 3.0 liters of water and ice was added thereto to adjust the temperature to 5° C. or lower. Next, while stirring, dibromo-3-t-butyl-5-pyrazolidone was added thereto little by little while maintaining the temperature at 5° C. or lower. If the temperature would rise, ice was added, and acetonitrile was added in order to prevent foaming. After the completion of the reaction, 6 N hydrochloric acid was added to make the reaction solution acidic, and then the solution was subjected to extraction twice with ethyl acetate.
Workup
- additionice was added
- customto 5° C.
- additionice was added
- additionwas added
- extractionthe solution was subjected to extraction twice with ethyl acetate
Sources & evidence
- ORD record
- ord-ad9b8d490d37414fb2af5949efc4ae50
- Source dataset
- uspto-grants-1990_10
- Patent number
- US04962017
Reaction notes
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