Lithium hydroxide, monohydrate → HCID 86700544, compound

HRID 2176458Notes

Reaction equation

HRID 2176458 reaction equation
CC[O:3][C:4]([C@@H:6]1[CH2:11][CH2:10][CH:9]([CH3:12])[CH2:8][N:7]1[C:13]([O:15][C:16]([CH3:19])([CH3:18])[CH3:17])=[O:14])=[O:5].O.[OH-].[Li+]>CO.O>[C:16]([O:15][C:13]([N:7]1[CH2:8][CH:9]([CH3:12])[CH2:10][CH2:11][C@H:6]1[C:4]([OH:5])=[O:3])=[O:14])([CH3:17])([CH3:18])[CH3:19]

Participants

5

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 86700542HCID 86700542, compound

Product 1

HCID 86700544HCID 86700544, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

To a solution of (S)-5-methyl-piperidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-ethyl ester (1.4 g, 5.16 mmol) in methanol (15 mL) and water (5 mL) was added lithium hydroxide monohydrate (650 mg, 15.48 mmol). The reaction mixture was stirred at RT overnight and concentrated to give the residue, which was extracted with EtOAc/water. The aqueous layer was acidified with 1 N HCl, and extracted with EtOAc to give the organic layer, which was dried and concentrated to give the crude product.

Workup

  1. concentrationconcentrated
  2. customto give the residue, which
  3. extractionwas extracted with EtOAc/water
  4. extractionextracted with EtOAc
  5. customto give the organic layer, which
  6. customwas dried
  7. concentrationconcentrated

Sources & evidence

ORD record
ord-4afa833183e04ddb93c326a2b731f814
Source dataset
uspto-grants-2015_06
Patent number
US09066944B2

Reaction notes

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