Hydrochloric Acid → 2-(prop-2-yn-1-yl)pent-4-ynoic acid
Reaction equation
[CH2:1]([CH:4]([CH2:9][C:10]#[CH:11])[C:5]([O:7]C)=[O:6])[C:2]#[CH:3].[OH-].[Na+].Cl>O>[CH2:1]([CH:4]([CH2:9][C:10]#[CH:11])[C:5]([OH:7])=[O:6])[C:2]#[CH:3]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
Methyl 2-(2-propynyl)-4-pentynoate (27.5 g) was saponified with sodium hydroxide (22 g) in refluxing water (250 ml). The solution was cooled and acidified with 12 N HCl to pH 3, and then extracted with t-butyl methyl ether. The organic layer was washed with brine and dried over sodium sulfate. Solvent removal afforded the title compound.
Workup
- temperatureThe solution was cooled
- extractionextracted with t-butyl methyl ether
- washThe organic layer was washed with brine
- dry with materialdried over sodium sulfate
- customSolvent removal
Sources & evidence
- ORD record
- ord-6e03795827444be3b8c7a4df673e03fb
- Source dataset
- uspto-grants-1999_08
- Patent number
- US05936000
Reaction notes
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