HCID 15857768, compound → HCID 10964511, compound
Reaction equation
[NH4+].[C:2]([CH:4]([CH2:9][CH3:10])[CH2:5][C:6]([O-:8])=[O:7])#[N:3]>Cl>[C:2]([CH:4]([CH2:9][CH3:10])[CH2:5][C:6]([OH:8])=[O:7])#[N:3]Participants
3
Reactant 1
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- -20 °C
Procedure
A 300-mL portion of the filtrate described above, containing 1.26 M 3-cyanopentanoic acid ammonium salt, was adjusted to pH 2.5 with ca. 60 mL of 6 N HCl, then saturated with sodium chloride and extracted with 4×200 mL of ethyl ether. The combined organic extracts were dried over magnesium sulfate, filtered, and the solvent removed by rotary evaporation at reduced pressure at 28° C. The resulting slightly-yellow viscous oil was stirred under high vacuum (50 millitorr) to remove residual solvent at 28° C., then cooled to -20° C. for 2-3 h to produce 3-cyanopentanoic acid as a crystalline white solid (45.9 g, 96% yield); m.p. 33.0-34.0° C.
Workup
- extractionsaturated with sodium chloride and extracted with 4×200 mL of ethyl ether
- dry with materialThe combined organic extracts were dried over magnesium sulfate
- filtrationfiltered
- customthe solvent removed by rotary evaporation at reduced pressure at 28° C
- customto remove residual solvent at 28° C.
Sources & evidence
- ORD record
- ord-bb5421c6f6a2469aadacf9823ebbca47
- Source dataset
- uspto-grants-2000_05
- Patent number
- US06066490
Reaction notes
Loading…