Isoamyl Nitrite → HCID 73192825, compound

HRID 651443Notes

Reaction equation

HRID 651443 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-d58e911d854547e594559a3e99247e8a
Source dataset
uspto-grants-2001_08
Patent number
US06281233B1

Reaction notes

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