Sodium Hydroxide → HCID 66942064, compound

HRID 1616661Notes

Reaction equation

HRID 1616661 reaction equation
[BH4-].[Na+].[CH3:3][O:4][C:5]1[CH:20]=[CH:19][CH:18]=[CH:17][C:6]=1[CH2:7][CH:8]1[C:13]([CH3:15])([CH3:14])[C:12](=[O:16])[CH2:11][CH2:10][NH:9]1.[OH-].[Na+]>CO>[CH3:3][O:4][C:5]1[CH:20]=[CH:19][CH:18]=[CH:17][C:6]=1[CH2:7][CH:8]1[C:13]([CH3:15])([CH3:14])[CH:12]([OH:16])[CH2:11][CH2:10][NH:9]1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 4311764Sodium borohydrideHCID 10705649HCID 10705649, compound

Product 1

HCID 66942064HCID 66942064, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Sodium borohydride (0.31 g) is added to 2-(2-methoxy-benzyl)-3,3-dimethyl-piperidin-4-one (2.00 g, prepared according to J. Med. Chem. 2002, 45, 3755-3765 from racemic starting material) dissolved in methanol (20 mL). The solution is stirred at room temperature for 3 h and then 1 M sodium hydroxide solution (40 mL) is added. After stirring for another 10 min, the mixture is extracted with dichloromethane. The combined organic extracts are washed with water and dried (MgSO4). The solvent is evaporated to give the title product.

Workup

  1. stirringAfter stirring for another 10 min
  2. extractionthe mixture is extracted with dichloromethane
  3. washThe combined organic extracts are washed with water
  4. dry with materialdried (MgSO4)
  5. customThe solvent is evaporated

Sources & evidence

ORD record
ord-74e7284818d6486897a9e5d8e46d4f2c
Source dataset
uspto-grants-2014_07
Patent number
US08765780B2

Reaction notes

Loading…