Isoamyl Nitrite → Sodium

HRID 1899846Notes

Reaction equation

HRID 1899846 reaction equation
[N:1]12[CH2:16][CH:5]([CH:6]([CH:8]([C:14]#[N:15])C(OCC)=O)[CH2:7]1)[CH2:4][CH2:3][CH2:2]2.[Na:17].C([O:23][N:24]=O)CC(C)C>C(O)C>[Na:17].[N:1]12[CH2:16][CH:5]([CH:6]([C:8](=[N:24][OH:23])[C:14]#[N:15])[CH2:7]1)[CH2:4][CH2:3][CH2:2]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-bc820ac409724e3395bc2fb0b54f2dab
Source dataset
uspto-grants-1996_11
Patent number
US05574043

Reaction notes

Loading…