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

HRID 251579Notes

Reaction equation

HRID 251579 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-98be93cc291c422482bdd7f488f3f57f
Source dataset
uspto-grants-2011_01
Patent number
US07863454B2

Reaction notes

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