Hydrochloric Acid → HCID 68278361, compound

HRID 339603Notes

Reaction equation

HRID 339603 reaction equation
[Li+].[OH-].O.[F:4][C@@:5]1([C:17]([O:19]CC)=[O:18])[CH2:9][CH2:8][N:7]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[C:6]1=[O:16].Cl>C1COCC1.O>[F:4][C@@:5]1([C:17]([OH:19])=[O:18])[CH2:9][CH2:8][N:7]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[C:6]1=[O:16]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 168937Lithium hydroxide, monohydrateHCID 86700962HCID 86700962, compound

Product 1

HCID 68278361HCID 68278361, compoundYield 56.3%

Reagents, catalysts & solvents 1

HCID 21881883Oxolane--water (1/1)Solvent

Procedure

84 mg of LiOH/H2O are added to a solution of 180 mg of ethyl (S)-3-fluoro-2-oxo-1-phenylpyrrolidine-3-carboxylate in THF/H2O=3:1, and the mixture is stirred at RT for 4 h. When the reaction is complete, the batch is neutralised using 1.5 N HCl. The aqueous phase is extracted with ethyl acetate, and the organic phase is dried over sodium sulfate. Removal of the solvent in vacuo gives 90 mg of (S)-3-fluoro-2-oxo-1-phenylpyrrolidine-3-carboxylic acid;

Workup

  1. extractionThe aqueous phase is extracted with ethyl acetate
  2. dry with materialthe organic phase is dried over sodium sulfate
  3. customRemoval of the solvent in vacuo

Sources & evidence

ORD record
ord-9e26809553534a7b9a59e5615c0fc501
Source dataset
uspto-grants-2014_11
Patent number
US08895535B2

Reaction notes

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