Carbon Dioxide → HCID 53896319, compound

HRID 382747Notes

Reaction equation

HRID 382747 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>C(Cl)Cl>[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 6344DichloromethaneSolvent

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 CH2Cl2 (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-ce8694c8f184407f9024efcb383d917f
Source dataset
uspto-grants-2001_10
Patent number
US06310076B1

Reaction notes

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