Isoamyl Nitrite → HCID 73192825, compound

HRID 726566Notes

Reaction equation

HRID 726566 reaction equation
[N:1]12[CH2:8][CH2:7][CH:4]([CH2:5][CH2:6]1)[CH:3]([CH:9]([C:15]#[N:16])C(OCC)=O)[CH2:2]2.[Na].C([O:23][N:24]=O)CC(C)C>C(O)C>[N:1]12[CH2:8][CH2:7][CH:4]([CH2:5][CH2:6]1)[CH:3]([C:9](=[N:24][OH:23])[C:15]#[N:16])[CH2:2]2

Participants

5

Reactant 3

HCID 8053Isoamyl NitriteHCID 5360545SodiumHCID 15379686HCID 15379686, compound

Product 1

HCID 73192825HCID 73192825, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Ethyl (1-azabicyclo[2.2.2]octan-3-yl)cyanoacetate (10 g, 45 mmol) was added to a solution of sodium (1.04 g, 45 mmol) in absolute ethanol (60 ml). The mixture was stirred for 15 min. at room temperature and isoamylnitrite (7.9 ml, 60 mmol) was added. The reaction mixture was stirred for 18 h at 60° C. Evaporation of the reaction mixture gave crude title compound, which was used without further purification.

Workup

  1. stirringThe reaction mixture was stirred for 18 h at 60° C
  2. customEvaporation of the reaction mixture

Sources & evidence

ORD record
ord-735ae529fac9487c90d32b03514b4dbf
Source dataset
uspto-grants-1998_01
Patent number
US05710151

Reaction notes

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