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

HRID 1733279Notes

Reaction equation

HRID 1733279 reaction equation
[C:1]([C:5]1[CH:10]=[CH:9][C:8]([CH2:11][CH:12]([CH3:15])[CH:13]=O)=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[NH:16]1[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]1.O>C1(C)C=CC=CC=1>[C:1]([C:5]1[CH:10]=[CH:9][C:8]([CH2:11][C:12]([CH3:15])=[CH:13][N:16]2[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]2)=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2]

Participants

5

Reactant 3

HCID 962WaterHCID 8082PiperidineHCID 228987Lilial

Product 1

HCID 569815211-[3-(p-Tert.butyl-phenyl)-2-methyl-1-propenyl]-piperidine

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

6.54 kg of 3-(p-tert.butyl-phenyl)-2-methyl-propionaldehyde and 3 kg of piperidine are heated at reflux overnight in 4.54 liters of toluene in a water-separator under nitrogen gasification and the toluene is distilled in vacuo. The residue is distilled in vacuo. There is obtained pure 1-[3-(p-tert.butyl-phenyl)-2-methyl-1-propenyl]-piperidine of boiling point 118°-120° C./0.026 Torr.

Workup

  1. distillationthe toluene is distilled in vacuo
  2. distillationThe residue is distilled in vacuo

Sources & evidence

ORD record
ord-652644f2ebc64df2af8092e4607b2e65
Source dataset
uspto-grants-1980_12
Patent number
US04241058

Reaction notes

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