Sodium Hydroxide → HCID 66942064, compound

HRID 536647Notes

Reaction equation

HRID 536647 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 for 3 h at room temperature and then 1 M sodium hydroxide solution (40 mL) is added. After stirring for 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 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-dba1f29363c84a1cbd1933c8be16c493
Source dataset
uspto-grants-2014_10
Patent number
US08859580B2

Reaction notes

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