Piperidine → HCID 12393826, compound

HRID 1390320Notes

Reaction equation

HRID 1390320 reaction equation
Br[CH2:2][CH2:3][CH2:4][C:5]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH2:7][CH:6]=1.[NH:14]1[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]1>C1(C)C=CC=CC=1>[CH2:7]1[C:8]2[C:13](=[CH:12][CH:11]=[CH:10][CH:9]=2)[C:5]([CH2:4][CH2:3][CH2:2][N:14]2[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]2)=[CH:6]1

Participants

4

Reactant 2

HCID 8082PiperidineHCID 105378211H-Indene, 3-(3-bromopropyl)-

Product 1

HCID 12393826HCID 12393826, compoundYield 89%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

3-(3'-Bromopropyl)indene (94.8 g, 0.4 M) and piperidine (76 g,0.9 M) are dissolved in 400 ml toluene. The mixture is heated under reflux 2 hours. After cooling, a large amount of solid is removed by filtration and washed with ether. The combined filtrate and washes are concentrated in vacuo. The residue is dissolved in ether and filtered to remove a small amount of insoluble material. The ether is removed in vacuo and the product is distilled collecting a fraction of 87.3 g (89% yield) boiling 132°-153°/0.05 mm.

Workup

  1. temperatureThe mixture is heated
  2. temperatureunder reflux 2 hours
  3. temperatureAfter cooling
  4. customa large amount of solid is removed by filtration
  5. washwashed with ether
  6. concentrationThe combined filtrate and washes are concentrated in vacuo
  7. dissolutionThe residue is dissolved in ether
  8. filtrationfiltered
  9. customto remove a small amount of insoluble material
  10. customThe ether is removed in vacuo
  11. distillationthe product is distilled
  12. customcollecting a fraction of 87.3 g (89% yield)
  13. customboiling 132°-153°

Sources & evidence

ORD record
ord-3e374df4be4140c685b11eb33e53dd26
Source dataset
uspto-grants-1979_02
Patent number
US04138497

Reaction notes

Loading…