Sodium Hydroxide → 1-(Benzofuran-3-ylacetyl)-4-piperidinecarboxlic acid

HRID 430601Notes

Reaction equation

HRID 430601 reaction equation
[OH-].[Na+].[O:3]1[C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=2[C:5]([CH2:12][C:13]([N:15]2[CH2:20][CH2:19][CH:18]([C:21]([O:23]CC)=[O:22])[CH2:17][CH2:16]2)=[O:14])=[CH:4]1>C(O)C>[O:3]1[C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=2[C:5]([CH2:12][C:13]([N:15]2[CH2:20][CH2:19][CH:18]([C:21]([OH:23])=[O:22])[CH2:17][CH2:16]2)=[O:14])=[CH:4]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 15512383Ethyl 1-(Benzofuran-3-ylacety)-4-piperidinecarboxylate

Product 1

HCID 155123841-(Benzofuran-3-ylacetyl)-4-piperidinecarboxlic acid

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

200 ml of 1N sodium hydroxide solution are added to a solution of 42.1 g of the product obtained in Step A in 200 ml of ethanol. After 8 hours' stirring at room temperature, the ethanol is removed by evaporation, the mixture is washed with ether, and the aqueous phase is rendered acidic with 1N hydrochloric acid. After extraction with dichloromethane, decanting and drying, concentration under reduced pressure enables the expected product to be isolated.

Workup

  1. customthe ethanol is removed by evaporation
  2. washthe mixture is washed with ether
  3. extractionAfter extraction with dichloromethane
  4. customdecanting
  5. customdrying
  6. concentrationconcentration under reduced pressure
  7. customto be isolated

Sources & evidence

ORD record
ord-90dacb385c364e8c859ff1b7ef06b903
Source dataset
uspto-grants-2001_11
Patent number
US06323217B2

Reaction notes

Loading…