Lithium hydroxide, monohydrate → HCID 68278438, compound

HRID 339602Notes

Reaction equation

HRID 339602 reaction equation
[Li+].[OH-].O.[OH: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]>C1COCC1.O>[OH: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

4

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 86700961HCID 86700961, compound

Product 1

HCID 68278438HCID 68278438, compound

Reagents, catalysts & solvents 1

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

Procedure

LiOH/H2O (750 mg) is added to a solution of ethyl (S)-3-hydroxy-2-oxo-1-phenylpyrrolidine-3-carboxylate (1.5 g) in THF/H2O=3:1, and the mixture is stirred for 4 h. The solvent is then removed in vacuo, and the batch is acidified using 1.5N HCl. The aqueous phase is extracted with ethyl acetate, and the combined organic phases are dried over sodium sulfate, giving (S)-3-hydroxy-2-oxo-1-phenylpyrrolidine-3-carboxylic acid;

Workup

  1. customThe solvent is then removed in vacuo
  2. extractionThe aqueous phase is extracted with ethyl acetate
  3. dry with materialthe combined organic phases are dried over sodium sulfate

Sources & evidence

ORD record
ord-79d7ec3275df4961b49cc42182fe1d7d
Source dataset
uspto-grants-2014_11
Patent number
US08895535B2

Reaction notes

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