Acetonitrile → 1-Benzylpyrrolidine-3-carbonitrile

HRID 16244

Reaktionsgleichung

Reaktionsgleichung von HRID 16244
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-0f73c1e849cc445a98e72179d7bd2338
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07737159B2

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