1-n-Butyl-4-(4-nitrophthalimido) piperidine monohydrochloride → Hydrochloric Acid

HRID 972817Notes

Reaction equation

HRID 972817 reaction equation
[ClH:1].[CH2:2]([N:6]1[CH2:11][CH2:10][CH:9]([N:12]2[C:16](=[O:17])[C:15]3=[CH:18][C:19]([N+:22]([O-])=O)=[CH:20][CH:21]=[C:14]3[C:13]2=[O:25])[CH2:8][CH2:7]1)[CH2:3][CH2:4][CH3:5].[H][H]>C(O)(=O)C.[Pd]>[NH2:22][C:19]1[CH:18]=[C:15]2[C:16](=[O:17])[N:12]([CH:9]3[CH2:10][CH2:11][N:6]([CH2:2][CH2:3][CH2:4][CH3:5])[CH2:7][CH2:8]3)[C:13](=[O:25])[C:14]2=[CH:21][CH:20]=1.[ClH:1]

Participants

6

Reactant 2

HCID 867351331-n-Butyl-4-(4-nitrophthalimido) piperidine monohydrochlorideHCID 178418361HCID 178418361, compound

Product 2

HCID 313Hydrochloric AcidHCID 214055714-(4-Aminophthalimido)-1-n-butylpiperidine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolvent

Procedure

To a solution of 1.2 grams of 1-n-butyl-4-(4-nitrophthalimido) piperidine monohydrochloride in 50 milliliters of glacial acetic acid were added 0.3 grams of 5% palladium on carbon catalyst and the mixture hydrogenated at 40°-60° C. at 50 p.s.i. until the theoretical amount of hydrogen was taken up. The solution was cooled, filtered over kieselguhr and evaporated to a small volume, then triturated with ether to give the title compound as the monohydrochloride. Melting Point: 265°-270° C.

Workup

  1. customhydrogenated at 40°-60° C.
  2. temperatureThe solution was cooled
  3. filtrationfiltered over kieselguhr
  4. customevaporated to a small volume
  5. customtriturated with ether

Sources & evidence

ORD record
ord-4ed535222eb04a43ac59023c7200da8c
Source dataset
uspto-grants-1977_10
Patent number
US04053615

Reaction notes

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