Lithium hydroxide, monohydrate → HCID 66877714, compound

HRID 503964Notes

Reaction equation

HRID 503964 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:12][CH2:11][CH:10]([C:13]2[CH:18]=[CH:17][C:16]([S:19]([C:22]3[CH:27]=[CH:26][CH:25]=[C:24]([F:28])[CH:23]=3)(=[O:21])=[O:20])=[CH:15][C:14]=2[C:29]([O:31]CC)=[O:30])[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].O[Li].O>CO.O>[C:1]([O:5][C:6]([N:8]1[CH2:12][CH2:11][CH:10]([C:13]2[CH:18]=[CH:17][C:16]([S:19]([C:22]3[CH:27]=[CH:26][CH:25]=[C:24]([F:28])[CH:23]=3)(=[O:21])=[O:20])=[CH:15][C:14]=2[C:29]([OH:31])=[O:30])[CH2:9]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 66876536HCID 66876536, compound

Product 1

HCID 66877714HCID 66877714, compoundYield 99%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

3-[2-Ethoxycarbonyl-4-(3-fluoro-benzenesulfonyl)-phenyl]-pyrrolidine-1-carboxylic acid tert-butyl ester (290 mg, 0.607 mmol) was dissolved in 3 ml of MeOH. LiOH hydrate (76 mg, 1.821 mmol) was dissolved in 1 ml of water and added to the reaction mixture and allowed to stir for 4 hours. The MeOH was removed under reduced pressure. The aqueous residue was washed with Et2O and then acidified with 3N HCl to give a white precipitate which was filtered and dried to give 270 mgs (99%) of 3-[2-Carboxy-4-(3-fluoro-benzenesulfonyl)-phenyl]-pyrrolidine-1-carboxylic acid tert-butyl ester as a white powder.

Workup

  1. additionadded to the reaction mixture
  2. customThe MeOH was removed under reduced pressure
  3. washThe aqueous residue was washed with Et2O
  4. customto give a white precipitate which
  5. filtrationwas filtered
  6. customdried

Sources & evidence

ORD record
ord-c842b9c6c45d4db08da95813167eb770
Source dataset
uspto-grants-2010_08
Patent number
US07776910B2

Reaction notes

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