Hydrochloric Acid → 4-(2-Methyl-4-nitrophenoxy)piperidine--hydrogen chloride (1/1)

HRID 1079401Notes

Reaction equation

HRID 1079401 reaction equation
C([N:4]1[CH2:9][CH2:8][CH:7]([O:10][C:11]2[CH:16]=[CH:15][C:14]([N+:17]([O-:19])=[O:18])=[CH:13][C:12]=2[CH3:20])[CH2:6][CH2:5]1)(=O)C.[ClH:21].C(O)C>O>[ClH:21].[N+:17]([C:14]1[CH:15]=[CH:16][C:11]([O:10][CH:7]2[CH2:8][CH2:9][NH:4][CH2:5][CH2:6]2)=[C:12]([CH3:20])[CH:13]=1)([O-:19])=[O:18]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 702EthanolHCID 23366939HCID 23366939, compound

Product 1

HCID 233669804-(2-Methyl-4-nitrophenoxy)piperidine--hydrogen chloride (1/1)

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To 1-acetyl-4-(4-nitro-2-methylphenyloxy)piperidine (11.8 g) were added conc. hydrochloric acid (15 ml), ethanol (15 ml) and water (15 ml) and the mixture was heated under reflux overnight. The reaction mixture was concentrated under reduced pressure, the residue thus obtained was washed with ethyl ether and crystals were filtered off to obtain 4-(4-nitro-2-methylphenyloxy)piperidine hydrochloride (8.3 g) as white crystals, m.p. 204°-226° C.

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux overnight
  3. concentrationThe reaction mixture was concentrated under reduced pressure
  4. customthe residue thus obtained
  5. washwas washed with ethyl ether and crystals
  6. filtrationwere filtered off

Sources & evidence

ORD record
ord-0749b75cb7a3407a8d78e2f757b2fc54
Source dataset
uspto-grants-1996_12
Patent number
US05580883

Reaction notes

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