Lithium Hydroxide → HCID 58002342, compound

HRID 1642800Notes

Reaction equation

HRID 1642800 reaction equation
O1CCOCC1.[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][C:29]([F:32])([F:31])[F:30])=[CH:24][CH:23]=3)[CH2:19][CH:18]([C:33]([O:35]CC)=[O:34])[CH2:17]2)=[O:15])[CH2:13][CH2:12][CH2:11][CH2:10]1>O>[CH:9]1([C:14]([N:16]2[CH2:21][CH:20]([C:22]3[CH:23]=[CH:24][C:25]([O:28][C:29]([F:31])([F:32])[F:30])=[CH:26][CH:27]=3)[CH2:19][CH:18]([C:33]([OH:35])=[O:34])[CH2:17]2)=[O:15])[CH2:13][CH2:12][CH2:11][CH2:10]1

Participants

5

Reactant 3

HCID 3939Lithium HydroxideHCID 312751,4-DioxaneHCID 58002143HCID 58002143, compound

Product 1

HCID 58002342HCID 58002342, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

37 ml of dioxane, 18.5 ml of water and 0.51 g (21.4 mmol) of lithium hydroxide were added to 2.30 g (5.34 mmol) of ethyl 1-(cyclopentylcarbonyl)-5-[4-(trifluoromethoxy)phenyl]piperidine-3-carboxylate. The mixture was stirred overnight at RT. For work-up, the dioxane was removed under reduced pressure, water was added to the reaction mixture and the 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: 2.17 g (99% of theory)

Workup

  1. customFor work-up, the dioxane was removed under reduced pressure, water
  2. additionwas added to the reaction mixture
  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-3859e6c8d5914f849d60107253bb196f
Source dataset
uspto-grants-2012_02
Patent number
US08119663B2

Reaction notes

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