1-[3-(p-Tert.butyl-phenyl)-2-methyl-1-propenyl]-piperidine → Fenpropidin

HRID 1733262Notes

Reaction equation

HRID 1733262 reaction equation
[C:1]([C:5]1[CH:10]=[CH:9][C:8]([CH2:11][C:12]([CH3:20])=[CH:13][N:14]2[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]2)=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[H][H]>C1(C)C=CC=CC=1.[Pd]>[C:1]([C:5]1[CH:10]=[CH:9][C:8]([CH2:11][CH:12]([CH3:20])[CH2:13][N:14]2[CH2:15][CH2:16][CH2:17][CH2:18][CH2:19]2)=[CH:7][CH:6]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 2

HCID 569815211-[3-(p-Tert.butyl-phenyl)-2-methyl-1-propenyl]-piperidineHCID 178418361HCID 178418361, compound

Product 1

HCID 91694Fenpropidin

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 1140TolueneSolvent

Procedure

2.9 Kg. of 1-[3-(p-tert.-butyl-phenyl)-2-methyl-1-propenyl]-piperidine are taken up in 1.4 liters of toluene, treated under an atmosphere of nitrogen with 144.8 g. of 5% palladium/carbon and hydrogenated at 35° C. until the hydrogen uptake has been completed. The catalyst is removed by filtration, the toluene is evaporated in vacuo and the residue is distilled. There is obtained pure 1-[3-(p-tert.-butyl-phenyl)-2-methyl-propyl]-piperidine, having a boiling point of 125° C./0.045 Torr.

Workup

  1. additiontreated under an atmosphere of nitrogen with 144.8 g
  2. customhydrogenated at 35° C.
  3. customThe catalyst is removed by filtration
  4. customthe toluene is evaporated in vacuo
  5. distillationthe residue is distilled

Sources & evidence

ORD record
ord-96b4be8a350148388f2e0aced6a3a4bb
Source dataset
uspto-grants-1980_12
Patent number
US04241058

Reaction notes

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