Hydrochloric Acid → HCID 19976901, compound

HRID 1440325Notes

Reaction equation

HRID 1440325 reaction equation
[CH2:1]([C:8]1[CH:12]=[C:11]([C:13](=[O:16])[CH2:14][CH3:15])[O:10][N:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[ClH:17].[NH:18]1[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]1.[CH2:24]=O.Cl>O1CCOCC1.C(OCC)C>[ClH:17].[CH2:1]([C:8]1[CH:12]=[C:11]([C:13](=[O:16])[CH:14]([CH3:24])[CH2:15][N:18]2[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]2)[O:10][N:9]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 712FormaldehydeHCID 2723721Piperidine, hydrochloride (1:1)HCID 19976952HCID 19976952, compound

Product 1

HCID 19976901HCID 19976901, compound

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 312751,4-DioxaneSolvent

Procedure

In 2 ml of dioxane, 1.5 g (7 mmol) of 3-benzyl-5-propionylisoxazole prepared above in the procedure (2), 0.93 g (7.7 mmol) of piperidine hydrochloride, 0.25 g (8.3 mmol) of paraformaldehyde and two droplets of 12N-hydrochloric acid were heated under reflux for 60 minutes. When left over in a cool place for 3 days after completion of the reaction, the reaction mixture became a solid. Diethyl ether was added to the solid. A solid was collected by filtration and then dried, whereby 3-benzyl-5-(2-methyl-3-piperidinopropionyl)isoxazole hydrochloride was obtained as colorless crystals.

Workup

  1. temperaturewere heated
  2. temperatureunder reflux for 60 minutes
  3. customafter completion of the reaction
  4. filtrationA solid was collected by filtration
  5. customdried

Sources & evidence

ORD record
ord-3265bfb670bc40aeb0a0006974b19fca
Source dataset
uspto-grants-1996_03
Patent number
US05498619

Reaction notes

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