Lithium Hydroxide → HCID 58002206, compound

HRID 1642805Notes

Reaction equation

HRID 1642805 reaction equation
O1CCOC[CH2:2]1.[OH-].[Li+].[CH:9]1([C:14]([N:16]2[CH2:21][CH:20]([C:22]3[CH:27]=[CH:26][C:25]([O:28][CH3:29])=[CH:24][CH:23]=3)[CH2:19][CH:18]([C:30]([O:32]CC)=[O:31])[CH2:17]2)=[O:15])[CH2:13]CC[CH2:10]1>O>[CH3:13][C:9]([CH3:2])([CH3:10])[C:14]([N:16]1[CH2:21][CH:20]([C:22]2[CH:27]=[CH:26][C:25]([O:28][CH3:29])=[CH:24][CH:23]=2)[CH2:19][CH:18]([C:30]([OH:32])=[O:31])[CH2:17]1)=[O:15]

Participants

5

Reactant 3

HCID 3939Lithium HydroxideHCID 312751,4-DioxaneHCID 66755022HCID 66755022, compound

Product 1

HCID 58002206HCID 58002206, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

55 ml of dioxane, 28 ml of water and 0.77 g (32.2 mmol) of lithium hydroxide were added to 2.8 g (14.3 mmol) of ethyl 1-(cyclopentylcarbonyl)-5-[4-(methoxy)phenyl]piperidine-3-carboxylate. The mixture was stirred overnight at RT. For work-up, the dioxane was removed under reduced pressure, water was added and the reaction mixture was acidified using aqueous 1 N hydrochloric acid solution. The mixture was extracted with dichloromethane. The organic phase was dried with sodium sulphate and concentrated under reduced pressure. Yield: 2.44 g (95% of theory)

Workup

  1. customFor work-up, the dioxane was removed under reduced pressure, water
  2. additionwas added
  3. extractionThe mixture was extracted with dichloromethane
  4. dry with materialThe organic phase was dried with sodium sulphate
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-a500715f7fe04b328e411afd9ca6daa6
Source dataset
uspto-grants-2012_02
Patent number
US08119663B2

Reaction notes

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