Water → Benzyl 4-oxopiperidine-1-carboxylate

HRID 1654521Notes

Reaction equation

HRID 1654521 reaction equation
Cl.O.[NH:3]1[CH2:8][CH2:7][C:6](=[O:9])[CH2:5][CH2:4]1.Cl[C:11]([O:13][CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)=[O:12].C(=O)(O)[O-].[Na+].O>O1CCOCC1>[CH2:14]([O:13][C:11]([N:3]1[CH2:8][CH2:7][C:6](=[O:9])[CH2:5][CH2:4]1)=[O:12])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

Participants

6

Reactant 4

HCID 962Water2×HCID 10387Benzyl chloroformateHCID 516892Sodium BicarbonateHCID 2723901Piperonylamine

Product 1

HCID 643496Benzyl 4-oxopiperidine-1-carboxylate

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A mixture of 4-piperidone monohydrate hydrochloride (15 g, 0.10 mol), benzyl chloroformate (17 ml, 0.12 mol) and sodium bicarbonate (25 g, 0.50 mol in dioxane (120 ml) and water (100 ml) was stirred at room temperature for 48 hours. Water was added and the mixture was extracted with methylene chloride; the organic layer was washed with brine and dried over magnesium sulfate. Upon evaporation, the title compound was obtained as a colorless liquid (21.7 g, 0.093 mol, yield 93%)

Workup

  1. extractionthe mixture was extracted with methylene chloride
  2. washthe organic layer was washed with brine
  3. dry with materialdried over magnesium sulfate
  4. customUpon evaporation

Sources & evidence

ORD record
ord-70da5b2b23cb4af586742576566758c4
Source dataset
uspto-grants-1995_04
Patent number
US05407943

Reaction notes

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