HCID 67059991, compound → 4-(2-Chlorophenyl)piperidine--hydrogen chloride (1/1)

HRID 238283Notes

Reaction equation

HRID 238283 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH:8]1[CH2:13][CH2:12][N:11](C(=O)C)[CH2:10][CH2:9]1>[OH-].[Na+].C(O)C>[ClH:1].[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH:8]1[CH2:9][CH2:10][NH:11][CH2:12][CH2:13]1

Participants

4

Reactant 1

HCID 67059991HCID 67059991, compound

Product 1

HCID 219369514-(2-Chlorophenyl)piperidine--hydrogen chloride (1/1)Yield 122.9%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 14798Sodium HydroxideSolvent

Conditions

Temperature
50 °C

Procedure

1-[4-(2-Chloro-phenyl)-piperidin-1-yl]-ethanone (0.2 g) was dissolved in a solution of aqueous sodium hydroxide (1 N, 5 mL) and ethanol (10 mL) and heated to 50° C. for 6 hours. The solvent was removed by evaporation under vacuum, and the products extracted into ethyl acetate, washed with water (20 mL) then dried over magnesium sulphate, filtered and the solvent removed by evaporation under vacuum. The residue was dissolved in a solution of hydrogen chloride in dioxane (4 N, 1 mL) and the solvent evaported to give the title compound as a pale yellow solid (0.12 g). LCMS m/z 196.1 [M+H]+. R.T.=2.46 min (Analytical Method 4).

Workup

  1. customThe solvent was removed by evaporation under vacuum
  2. extractionthe products extracted into ethyl acetate
  3. washwashed with water (20 mL)
  4. dry with materialthen dried over magnesium sulphate
  5. filtrationfiltered
  6. customthe solvent removed by evaporation under vacuum
  7. dissolutionThe residue was dissolved in a solution of hydrogen chloride in dioxane (4 N, 1 mL)

Sources & evidence

ORD record
ord-584ad0baa6964a0190a1c5a728750e8c
Source dataset
uspto-grants-2014_02
Patent number
US08642621B2

Reaction notes

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