Sodium Hydroxide → HCID 22104540, compound

HRID 1457315Notes

Reaction equation

HRID 1457315 reaction equation
C[O:2][C:3]([C:5]1[CH:14]=[C:13]2[C:8]([CH2:9][CH2:10][C:11]([CH2:15][CH2:16][N:17]3[CH2:21][CH2:20][CH2:19][CH2:18]3)=[CH:12]2)=[CH:7][CH:6]=1)=[O:4].[OH-].[Na+]>C(O)C>[C:3]([C:5]1[CH:14]=[C:13]2[C:8]([CH2:9][CH2:10][C:11]([CH2:15][CH2:16][N:17]3[CH2:21][CH2:20][CH2:19][CH2:18]3)=[CH:12]2)=[CH:7][CH:6]=1)([OH:4])=[O:2]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 22104515HCID 22104515, compound

Product 1

HCID 22104540HCID 22104540, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
25 °C

Procedure

1-[2-(3,4-Dihydro-7-methoxycarbonyl-2-naphthalenyl)ethyl]pyrrolidine (1.0 g) was dissolved in ethanol (5 ml), and thereto was added 1N aqueous sodium hydroxide solution (5.2 ml), and the mixture was stirred at 25° C. for 6 hours. The mixture was concentrated under reduced pressure to remove the solvent, and the residue was acidified with 10% hydrochloric acid. The precipitated crystals were collected by filtration, and subjected to desalting with using CHP-20P [manufactured by Mitsubishi Kasei Corporation, high porous polystyrene resin; 75-150 μm] (eluent; water, then acetonitrile). The eluents were concentrated under reduced pressure, and the residue was recrystallized from ethanol-ethyl methyl ketone to give the desired compound, m.p. 202°-203° C.

Workup

  1. concentrationThe mixture was concentrated under reduced pressure
  2. customto remove the solvent
  3. filtrationThe precipitated crystals were collected by filtration
  4. concentrationThe eluents were concentrated under reduced pressure
  5. customthe residue was recrystallized from ethanol-ethyl methyl ketone

Sources & evidence

ORD record
ord-e17f8f91629b4af0bd092243c4cd208a
Source dataset
uspto-grants-1998_12
Patent number
US05847159

Reaction notes

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