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

HRID 1091918Notes

Reaction equation

HRID 1091918 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 h, 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-260643f83db9430784c913787074d97f
Source dataset
uspto-grants-2012_03
Patent number
US08129395B2

Reaction notes

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