Piperidine → HCID 20365141, compound

HRID 1578384Notes

Reaction equation

HRID 1578384 reaction equation
[CH2:1]1[C:9]2[C:4](=[CH:5][C:6]([CH2:10][CH2:11][CH2:12]Br)=[CH:7][CH:8]=2)[CH2:3][CH2:2]1.[NH:14]1[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]1>C1(C)C=CC=CC=1.CCOCC>[CH2:1]1[C:9]2[C:4](=[CH:5][C:6]([CH2:10][CH2:11][CH2:12][N:14]3[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]3)=[CH:7][CH:8]=2)[CH2:3][CH2:2]1

Participants

5

Reactant 2

HCID 8082PiperidineHCID 126461775-(3-Bromopropyl)-2,3-dihydro-1H-indene

Product 1

HCID 20365141HCID 20365141, compound

Reagents, catalysts & solvents 2

HCID 1140TolueneSolventHCID 3283Diethyl EtherSolvent

Procedure

The crude 3-(5-Indanyl)-1-bromopropane (13.0 g, 0.054 M) is dissolved in 200 ml toluene and treated with 50 g of piperidine. The mixture is heated under reflux overnight, then cooled and diluted with ether to precipitate salts. The salts are removed by filtration and the solvent removed from the filtrate in vacuo. The residue is distilled collecting 8.4 g (64%) of desired product boiling at 135°-140° (0.15 mm).

Workup

  1. temperatureThe mixture is heated
  2. temperatureunder reflux overnight
  3. temperaturecooled
  4. customto precipitate salts
  5. customThe salts are removed by filtration
  6. customthe solvent removed from the filtrate in vacuo
  7. distillationThe residue is distilled
  8. customcollecting 8.4 g (64%) of desired product boiling at 135°-140° (0.15 mm)

Sources & evidence

ORD record
ord-cc836125e7824b2b999369cdaeda9c85
Source dataset
uspto-grants-1976_02
Patent number
US03936465

Reaction notes

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