Pyrrolidine → 3-Pyrrolidino-5-chloro-1,2-dihydronaphthalene

HRID 1494392Notes

Reaction equation

HRID 1494392 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[CH2:10][C:9](=O)[CH2:8][CH2:7]2.[NH:13]1[CH2:17][CH2:16][CH2:15][CH2:14]1>C1(C)C=CC=CC=1>[N:13]1([C:9]2[CH2:8][CH2:7][C:6]3[C:11]([CH:10]=2)=[C:2]([Cl:1])[CH:3]=[CH:4][CH:5]=3)[CH2:17][CH2:16][CH2:15][CH2:14]1

Participants

4

Reactant 2

HCID 31268PyrrolidineHCID 46232698-Chloro-1,2,3,4-tetrahydronaphthalen-2-one

Product 1

HCID 151372213-Pyrrolidino-5-chloro-1,2-dihydronaphthaleneYield 92.3%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To 100 ml of toluene were added 5.0 g (27.8 mmol) of 8-chloro-2-tetralone. To the resulting solution then were added 3.5 g of pyrrolidine, and the mixture was heated to reflux for three hours after which the solvent was removed in vacuo to give 3-pyrrolidino-5-chloro-1,2-dihydronaphthalene as a dark oil (about 6 g).

Workup

  1. temperaturethe mixture was heated
  2. temperatureto reflux for three hours after which the solvent
  3. customwas removed in vacuo

Sources & evidence

ORD record
ord-73c875ca456145bf8466078f01331da0
Source dataset
uspto-grants-1991_06
Patent number
US05026707

Reaction notes

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