Isoamyl Nitrite → Sodium

HRID 726973Notes

Reaction equation

HRID 726973 reaction equation
C(OC(=O)[CH:5]([CH:8]1[CH2:14][N:13]2[CH2:15][CH:9]1[CH2:10][CH2:11][CH2:12]2)[C:6]#[N:7])C.[Na:17].C([O:23][N:24]=O)CC(C)C>C(O)C>[Na:17].[N:13]12[CH2:15][CH:9]([CH:8]([C:5](=[N:24][OH:23])[C:6]#[N:7])[CH2:14]1)[CH2:10][CH2:11][CH2:12]2

Participants

6

Reactant 3

HCID 8053Isoamyl NitriteHCID 5360545SodiumHCID 10656658HCID 10656658, compound

Product 2

HCID 5360545SodiumHCID 73827867HCID 73827867, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Conditions

Temperature
50 °C

Procedure

Ethyl(1-azabicyclo[3.2.1]octan-6-yl)cyanoacetate (36 g, 0.16 mol) in abs. ethanol (100 ml) was added to a solution of sodium (4 g, 0.21 mol) in abs. ethanol (100 ml). Isoamylnitrite (25 ml, 0.19 mol) was added over 0.5 h, and the mixture was heated at 50° C. for 4 h. Evaporation of the reaction mixture gave crude sodium salt of the title compound, which was used without further purification.

Workup

  1. customEvaporation of the reaction mixture

Sources & evidence

ORD record
ord-910cdabaf7ca4a06b7b912b2b5b96698
Source dataset
uspto-grants-1998_01
Patent number
US05712271

Reaction notes

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