Sodium Hydroxide → 1-Benzyl-4-hydroxypiperidine-4-carboxamide

HRID 1392611Notes

Reaction equation

HRID 1392611 reaction equation
[CH2:1]([N:8]1[CH2:13][CH2:12][C:11]([OH:16])([C:14]#[N:15])[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-:17].[Na+]>OS(O)(=O)=O.O>[CH2:1]([N:8]1[CH2:9][CH2:10][C:11]([OH:16])([C:14]([NH2:15])=[O:17])[CH2:12][CH2:13]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 801891-Benzyl-4-hydroxypiperidine-4-carbonitrile

Product 1

HCID 227445201-Benzyl-4-hydroxypiperidine-4-carboxamide

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 1118Sulfuric AcidSolvent

Procedure

1-Benzyl-4-hydroxy-piperidine-4-carbonitrile (5 g, 23.12 mmol) is dissolved in a mixture of H2SO4 (18 mL) and H2O (2 mL) at 0° C. The mixture is warmed to room temperature for 14 hours, transferred into cold 2 N NaOH and adjusted to pH>8. The solid is filtered and washed with H2O, and dried over sodium sulfate to give the crude product.

Workup

  1. filtrationThe solid is filtered
  2. washwashed with H2O
  3. dry with materialdried over sodium sulfate

Sources & evidence

ORD record
ord-cde6530e7b7f4ee89b8f230fedde8da3
Source dataset
uspto-grants-2008_03
Patent number
US07342115B2

Reaction notes

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