Carbon Dioxide → HCID 53896319, compound

HRID 964293Notes

Reaction equation

HRID 964293 reaction equation
[N:1]([CH2:4][CH2:5][CH2:6][C:7]([CH:9]1[C:14](=[O:15])[O:13][C:12]([CH3:17])(C)OC1=O)=[O:8])=[N+:2]=[N-:3].OCC[C:22]#[N:23].C(=O)=O>ClCl>[C:22]([CH2:17][CH2:12][O:13][C:14](=[O:15])[CH2:9][C:7](=[O:8])[CH2:6][CH2:5][CH2:4][N:1]=[N+:2]=[N-:3])#[N:23]

Participants

5

Reactant 3

HCID 280Carbon DioxideHCID 8011HydracrylonitrileHCID 23004129HCID 23004129, compound

Product 1

HCID 53896319HCID 53896319, compound

Reagents, catalysts & solvents 1

HCID 24526ChlorineSolvent

Procedure

5-(4-Azidobutanoyl)-2,2-dimethyl-1,3-dioxane-4,6-dione was heated with 3-hydroxypropionitrile (5.25 g, 72.0 mmol) at 80° C. until no more CO2 was released. The reaction mixture was diluted with CH2 Cl2 (100 ml), washed with water (100 ml) and brine (100 ml). After drying and evaporation of solvent, the product was purified by chromatography (SiO2, CHCl3 :MeOH=95:5), 4-azidobutanoylacetic acid 2-cyanoethyl ester was obtained as a yellowish oil (2.86 g, 53.2%).

Workup

  1. washwashed with water (100 ml) and brine (100 ml)
  2. customAfter drying
  3. customevaporation of solvent
  4. customthe product was purified by chromatography (SiO2, CHCl3 :MeOH=95:5)

Sources & evidence

ORD record
ord-a4b9b70a2e1245a8bf191bc4b1bc13c6
Source dataset
uspto-grants-1998_06
Patent number
US05767131

Reaction notes

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