Acetonitrile → 1-Benzylpyrrolidine-3-carbonitrile

HRID 460437

Reaktionsgleichung

Reaktionsgleichung von HRID 460437
CS(O[CH:6]1[CH2:10][CH2:9][N:8]([CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH2:7]1)(=O)=O.C(=O)(O)[O-].[Na+].[C:23](#[N:25])C>[C-]#N.C([N+](CCCC)(CCCC)CCCC)CCC>[CH2:11]([N:8]1[CH2:9][CH2:10][CH:6]([C:23]#[N:25])[CH2:7]1)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Komponenten

5

Edukt 3

HCID 6342AcetonitrileHCID 516892Sodium BicarbonateHCID 98998111-Benzylpyrrolidin-3-yl methanesulfonate

Produkt 1

HCID 46745791-Benzylpyrrolidine-3-carbonitrile

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 165872Tetrabutylammonium CyanideKatalysator

Versuchsvorschrift

A mixture of EXAMPLE 1G (1.5 g) and tetrabutlyammonium cyanide (3.15 gm) in acetonitrile (25 mL) was heated at 65° C. for 24 hours, poured into saturated aqueous sodium bicarbonate, and extracted with toluene. The extract was washed with distilled water, dried over anhydrous sodium sulfate, and concentrated. 1H NMR (300 MHz, CDCl3) δ 7.33 (s, 5H), 3.42 (m, 2H), 2.89 (m, 1H), 2.72 (m, 1H), 1.68 (b, 3H), 1.45 (m, 2H).

Aufarbeitung

  1. extractionextracted with toluene
  2. washThe extract was washed with distilled water
  3. dry with materialdried over anhydrous sodium sulfate
  4. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-ee0fd30836f540f28cd0f0bb79e4b6c3
Quelldatensatz
uspto-grants-2007_03
Patentnummer
US07196200B2

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