Sodium Hydroxide → 2-Cyano-2-cyclopropylacetic acid
Reaction equation
[OH-].[Na+].C([O:5][C:6](=[O:13])[CH:7]([C:11]#[N:12])[CH:8]1[CH2:10][CH2:9]1)C>C1COCC1>[C:11]([CH:7]([CH:8]1[CH2:10][CH2:9]1)[C:6]([OH:13])=[O:5])#[N:12]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 25 °C
Procedure
IN NaOH (3.26 ml, 3.26 mmol) was added to a solution of cyano-cyclopropyl-acetic acid ethyl ester (0.5 g, 3.26 mmol) in THF (15 ml). After 4 hours stirring at 25° C., the reaction mixture was evaporated in vacuo, re-dissolved in water (20 ml) and neutralized by the addition of 1N HCl solution (3.26 ml). This mixture was then extracted with EtOAc (3×20 ml) and the combined, dried (Na2SO4) organics evaporated in vacuo to give impure cyano-cyclopropyl-acetic acid as a clear oil. This material was used without any further purification in the preparation of Example 4B.
Workup
- customthe reaction mixture was evaporated in vacuo
- dissolutionre-dissolved in water (20 ml)
- additionneutralized by the addition of 1N HCl solution (3.26 ml)
- extractionThis mixture was then extracted with EtOAc (3×20 ml)
- dry with materialdried (Na2SO4)
- customorganics evaporated in vacuo
Sources & evidence
- ORD record
- ord-f20027fce5f64509b77f8a4d0990225d
- Source dataset
- uspto-grants-2013_03
- Patent number
- US08399442B2
Reaction notes
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