2-Indanone → 1-(1H-inden-2-yl)pyrrolidine

HRID 1828848Notes

Reaction equation

HRID 1828848 reaction equation
[NH:1]1[CH2:5][CH2:4][CH2:3][CH2:2]1.[CH2:6]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[CH2:8][C:7]1=O>[Ti](Cl)(Cl)(Cl)Cl.CCCCC>[CH2:6]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[CH:8]=[C:7]1[N:1]1[CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

5

Reactant 2

HCID 119832-IndanoneHCID 31268Pyrrolidine

Product 1

HCID 40968641-(1H-inden-2-yl)pyrrolidine

Reagents, catalysts & solvents 2

HCID 24193Titanium TetrachlorideCatalystHCID 8003PentaneSolvent

Procedure

To a 100 ml reaction tube equipped with a stirrer bar, Suba.Seal™ stopper, and a nitrogen balloon, was added pyrrolidine (1.3 ml) and pentane (8 ml). Titanium tetrachloride (0.2 ml) was added slowly to each tube. 2-Indanone (0.2 g, 1.33 mmol) was added as a solid and the reaction stirred vigorously for 2 h. The reaction mixture was filtered through Celite and the solvent removed in vacuo to give the title compound as a dark solid. m/z (ES+) 186 (M+H)+.

Workup

  1. customTo a 100 ml reaction tube
  2. customequipped with a stirrer bar
  3. filtrationThe reaction mixture was filtered through Celite
  4. customthe solvent removed in vacuo

Sources & evidence

ORD record
ord-5a68a24318a14d37a4b19b121f0de3ca
Source dataset
uspto-grants-2006_06
Patent number
US07060710B2

Reaction notes

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