Hydrochloric Acid → HCID 15297072, compound

HRID 5095Notes

Reaction equation

HRID 5095 reaction equation
[OH-].[Na+].[CH3:3][O:4][C:5]1[CH:22]=[CH:21][C:8]([CH2:9][S:10][C@@H:11]2[CH2:15][N:14]([CH3:16])[C@H:13]([C:17]([O:19]C)=[O:18])[CH2:12]2)=[CH:7][CH:6]=1.Cl>CO>[C:17]([C@@H:13]1[CH2:12][C@H:11]([S:10][CH2:9][C:8]2[CH:7]=[CH:6][C:5]([O:4][CH3:3])=[CH:22][CH:21]=2)[CH2:15][N:14]1[CH3:16])([OH:19])=[O:18]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 57321322(2S, 4S)-4-(4-methoxybenzylthio)-2-methoxycarbonyl-1-methylpyrrolidine

Product 1

HCID 15297072HCID 15297072, compoundYield 120.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

5.32 ml of a 1N aqueous solution of sodium hydroxide were added to a solution of 1.31 g of (2S, 4S)-4-(4-methoxybenzylthio)-2-methoxycarbonyl-1-methylpyrrolidine dissolved in 11 ml of methanol, and the mixture was stirred at room temperature for 2 hours. At the end of this time, it was neutralized with 5.32 ml of 1N aqueous hydrochloric acid, and the reaction mixture was freed from the solvent by evaporation under reduced pressure, and the residue was dried and concentrated by evaporation under reduced pressure, to afford 1.5 g of crude (2S, 4S)-2-carboxy-4-(4-methoxybenzylthio)-1-methylpyrrolidine.

Workup

  1. customthe reaction mixture was freed from the solvent by evaporation under reduced pressure
  2. customthe residue was dried
  3. concentrationconcentrated by evaporation under reduced pressure

Sources & evidence

ORD record
ord-5166f33815724bebbf71b60cc76c448c
Source dataset
uspto-grants-1993_09
Patent number
US05242914

Reaction notes

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