Pyridine → HCID 19833158, compound

HRID 2051338Notes

Reaction equation

HRID 2051338 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[Cl:12])[CH2:8][C:7](=O)[CH2:6][CH2:5]2.C1(C)C=CC(S(O)(=O)=O)=CC=1.[N:25]1[CH:30]=[CH:29][CH:28]=[CH:27]C=1>N1CCCC1>[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[Cl:12])[CH:8]=[C:7]([N:25]1[CH2:27][CH2:28][CH2:29][CH2:30]1)[CH2:6][CH2:5]2

Participants

5

Reactant 3

HCID 1049PyridineHCID 6101p-Toluenesulfonic acidHCID 44528536,7-dichloro-2-tetralone

Product 1

HCID 19833158HCID 19833158, compound

Reagents, catalysts & solvents 1

HCID 31268PyrrolidineSolvent

Procedure

9.00 g (0.042 mol) of 6,7-dichloro-3,4-dihydro-2(1H)-naphthalenone and 0.3 g of p-toluenesulfonic acid are dissolved in 200 ml of pyridine 3.5 ml (0.042 mol) of pyrrolidine are added dropwise thereto and the mixture is boiled under reflux for 2 hours. Distillation of the solvent in a vacuum, addition of 200 ml of ether and filtering off the crystals formed yields 1-(6,7-dichloro -3,4-dihydro-2-naphthyl)pyrrolidine with melting point 1-142°.

Workup

  1. additionare added dropwise
  2. temperatureunder reflux for 2 hours
  3. distillationDistillation of the solvent
  4. additionin a vacuum, addition of 200 ml of ether
  5. filtrationfiltering off the crystals
  6. customformed

Sources & evidence

ORD record
ord-9402cbd057414337880f966de1930ead
Source dataset
uspto-grants-1991_05
Patent number
US05017608

Reaction notes

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