Hydrochloric Acid → HCID 53657126, compound

HRID 369175Notes

Reaction equation

HRID 369175 reaction equation
Cl.[CH3:2][N:3]([CH:14]1[CH2:19][CH2:18][N:17](C(=O)C2C=CC=CC=2)[CH2:16][CH2:15]1)[CH2:4][CH2:5][C:6]1[CH:11]=[CH:10][C:9]([S:12][CH3:13])=[CH:8][CH:7]=1>C(O)C>[CH3:2][N:3]([CH:14]1[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]1)[CH2:4][CH2:5][C:6]1[CH:7]=[CH:8][C:9]([S:12][CH3:13])=[CH:10][CH:11]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 17875667HCID 17875667, compound

Product 1

HCID 53657126HCID 53657126, compoundYield 88.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

60 ml of 5 N hydrochloric acid was added to a solution of 5.8 g of 4-{N-methyl-N-[2-(4-methylthiophenyl)ethyl]amino}-1-benzoylpiperidine in 20 ml of ethanol. The mixture was refluxed by heating, for 12 hours. To the reaction mixture was added 100 ml of ethanol, followed by concentration under reduced pressure. To the residue was added ice water. The mixture was made basic with a 25% aqueous sodium hydroxide solution and then extracted with chloroform. The extract was water-washed, dried with anhydrous sodium sulfate, and concentrated under reduced pressure to obtain 3.7 g of 4-{N-methyl-N-[2-(4-methylthiophenyl)ethyl]amino}piperidine as a light yellow oily substance.

Workup

  1. temperatureThe mixture was refluxed
  2. temperatureby heating, for 12 hours
  3. concentrationfollowed by concentration under reduced pressure
  4. additionTo the residue was added ice water
  5. extractionextracted with chloroform
  6. washwashed
  7. dry with materialdried with anhydrous sodium sulfate
  8. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-a639ccc7572447aa9e5a5a3b274c44a2
Source dataset
uspto-grants-2000_10
Patent number
US06136826

Reaction notes

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