Hydrochloric Acid → HCID 68696737, compound

HRID 2236829Notes

Reaction equation

HRID 2236829 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([N:10]2[CH2:15][CH2:14][CH:13]([C:16]([OH:18])=[O:17])[CH2:12][CH2:11]2)=[CH:6][CH:5]=1)([O-])=O.[ClH:19]>C(O)C.C(OCC)(=O)C>[ClH:19].[ClH:19].[NH2:1][C:4]1[CH:9]=[CH:8][C:7]([N:10]2[CH2:11][CH2:12][CH:13]([C:16]([OH:18])=[O:17])[CH2:14][CH2:15]2)=[CH:6][CH:5]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 27672651-(4-Nitrophenyl)piperidine-4-carboxylic acid

Product 1

HCID 68696737HCID 68696737, compound

Reagents, catalysts & solvents 1

HCID 21584252Ethanol ethylacetateSolvent

Procedure

In a 75-mL Parr bottle, 1-(4-nitrophenyl)piperidine-4-carboxylic acid (0.13 g, 0.52 mmol) is dissolved in ethanol/ethyl acetate (1:1, 30 mL). Concentrated hydrochloric acid (0.5 mL) is added. After degassing the mixture with dry ice, palladium on carbon (10%, 30 mg) is added. The reaction mixture is shaken overnight under 50 psi hydrogen, then filtered through a pad of diatomaceous earth and concentrated under reduced pressure to give 1-(4-aminophenyl)piperidine-4-carboxylic acid dihydrochloride.

Workup

  1. customAfter degassing the mixture with dry ice, palladium on carbon (10%, 30 mg)
  2. additionis added
  3. filtrationfiltered through a pad of diatomaceous earth
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-c9b7273483b84e34b525d0af2d7a0ca9
Source dataset
uspto-grants-2010_05
Patent number
US07713994B2

Reaction notes

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