Pyrrolidine → HCID 10513599, compound

HRID 1421887Notes

Reaction equation

HRID 1421887 reaction equation
[CH3:1][O:2][C:3]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:4]=1[CH2:5][CH2:6][C:7](=O)[CH2:8]2.[NH:14]1[CH2:18][CH2:17][CH2:16][CH2:15]1>C1C=CC=CC=1.C1(C)C=CC(S(O)(=O)=O)=CC=1>[CH3:1][O:2][C:3]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:4]=1[CH2:5][CH2:6][C:7]([N:14]1[CH2:18][CH2:17][CH2:16][CH2:15]1)=[CH:8]2

Participants

5

Reactant 2

HCID 31268PyrrolidineHCID 2591945-Methoxy-2-tetralone

Product 1

HCID 10513599HCID 10513599, compoundYield 99,399.797%

Reagents, catalysts & solvents 2

HCID 6101p-Toluenesulfonic acidCatalystHCID 241BenzeneSolvent

Procedure

A mixture of 5-methoxy-2-tetralone (100 g, 0.68 mmol), pyrrolidine (85.7 ml, 1.03 mol) and p-toluenesulfonic acid (100 mg, catalytic) in benzene (1.2L) was heated at reflux under Dean-Stark conditions for 4 h. The mixture was cooled and the solvent evaporated to give the title compound as a brown oil (155 g, 99%).

Workup

  1. temperaturewas heated
  2. temperatureat reflux under Dean-Stark conditions for 4 h
  3. temperatureThe mixture was cooled
  4. customthe solvent evaporated

Sources & evidence

ORD record
ord-384934840d324b6fa0135c116961a7bf
Source dataset
uspto-grants-2000_06
Patent number
US06080752

Reaction notes

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