Water → 1-(1H-inden-2-yl)pyrrolidine

HRID 931382Notes

Reaction equation

HRID 931382 reaction equation
[CH2:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][C:2]1=O.[NH:11]1[CH2:15][CH2:14][CH2:13][CH2:12]1.O>C1(C)C=CC=CC=1>[CH2:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH:3]=[C:2]1[N:11]1[CH2:15][CH2:14][CH2:13][CH2:12]1

Participants

5

Reactant 3

HCID 962WaterHCID 119832-IndanoneHCID 31268Pyrrolidine

Product 1

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

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of 2-indanone (2.0 g, 15.1 mmol) and pyrrolidine (1.6 mL, 19.7 mmol) in anhydrous toluene (61 mL) was refluxed under nitrogen with azeotropic removal of water (Dean-Stark apparatus) for 2 h. The mixture was then cooled and concentrated to dryness in vacuo to give the title compound. MS:m/z=186.2 (M+1).

Workup

  1. temperatureThe mixture was then cooled
  2. concentrationconcentrated to dryness in vacuo

Sources & evidence

ORD record
ord-65eb3fa36cbc496e840f911acae8ce9e
Source dataset
uspto-grants-2016_03
Patent number
US09296750B2

Reaction notes

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