Sodium Hydroxide → (S)-1-(4-chlorophenethyl)-3-hydroxypyrrolidine
Reaction equation
[Cl:1][C:2]1[CH:26]=[CH:25][C:5]([CH2:6][CH2:7][N:8]2[CH2:12][CH2:11][C@H:10]([O:13]C(=O)C3C=CC([N+]([O-])=O)=CC=3)[CH2:9]2)=[CH:4][CH:3]=1.[OH-].[Na+]>CO>[Cl:1][C:2]1[CH:26]=[CH:25][C:5]([CH2:6][CH2:7][N:8]2[CH2:12][CH2:11][C@H:10]([OH:13])[CH2:9]2)=[CH:4][CH:3]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
(S)-1-(4-Chlorophenethyl)-3-(4-nitrobenzoyloxy)pyrrolidine (315 mg, 0.84 mmol) was dissolved in methanol (10 ml). 1 M-NaOH (1 ml) was added dropwise in the obtained mixture. After stirring at room temperature for 1 hour, the solvent was evaporated under reduced pressure. The residue was distributed in water and ethyl acetate. The organic layer was dried, and the solvent was evaporated under reduced pressure to obtain (S)-1-(4-chlorophenethyl)-3-hydroxypyrrolidine in the form of a light yellow oil (190 mg, 100%).