Potassium Cyanide → (1-Oxo-2,3-dihydro-1H-pyrrolizin-2-yl)acetonitrile

HRID 52198Notes

Reaction equation

HRID 52198 reaction equation
CN([CH2:4][CH:5]1[CH2:12][N:11]2[C:7](=[CH:8][CH:9]=[CH:10]2)[C:6]1=[O:13])C.[C-:14]#[N:15].[K+]>>[C:14]([CH2:4][CH:5]1[CH2:12][N:11]2[C:7](=[CH:8][CH:9]=[CH:10]2)[C:6]1=[O:13])#[N:15]

Participants

3

Reactant 2

HCID 9032Potassium CyanideHCID 102196682-Dimethylaminomethyl-1, 2-dihydro-1-pyrrolizinone

Product 1

HCID 54473544(1-Oxo-2,3-dihydro-1H-pyrrolizin-2-yl)acetonitrileYield 68%

Conditions

Temperature
100 °C

Procedure

To 100 ml H2O0 were added 8.6% of compound 2 and 5.2 g KCN. The solution was gently heated to 100° C. and kept stirring for 10 minutes. After cooling to r.t., the reaction mixture was extracted with CH2CI2 (60×3). Evaporated the solvent, 6 g oil was obtained. Purified by column chromatography on silica gel, 4 g of compound 8 was obtained as white powder, mp 68° C., yield 68%.

Workup

  1. temperatureAfter cooling to r.t.
  2. extractionthe reaction mixture was extracted with CH2CI2 (60×3)
  3. customEvaporated the solvent

Sources & evidence

ORD record
ord-785f0cdf06ca404cbfc61e979beadff8
Source dataset
uspto-grants-1997_04
Patent number
US05616604

Reaction notes

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