Hydracrylonitrile → HCID 22725151, compound

HRID 322160Notes

Reaction equation

HRID 322160 reaction equation
[C:1]([CH2:5][C:6]([O:8][CH2:9][CH3:10])=[O:7])(=[O:4])[CH2:2][CH3:3].OCC[C:14]#[N:15]>CCO>[O:4]=[C:1]([CH2:2][CH3:3])[CH2:5][C:6]([O:8][CH2:9][CH2:10][C:14]#[N:15])=[O:7]

Participants

4

Reactant 2

HCID 8011HydracrylonitrileHCID 78656Ethyl 3-oxovalerate

Product 1

HCID 22725151HCID 22725151, compoundYield 63%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of ethyl propionylacetate (50 g, 0.35 mol, 1.0 equiv) and 3-hydroxypropionitrile (35 mL, 0.52 mol, 1.5 equiv) was heated at 190-210° C. while EtOH (19 mL) was collected by distillation. The residue was distilled in vacuo to afford 37 g (63%) of yellow oil (b.p. 120-125° C./0.4 mm Hg), which was characterized spectroscopically.

Workup

  1. distillationwas collected by distillation
  2. distillationThe residue was distilled in vacuo

Sources & evidence

ORD record
ord-2256b41e61004a8f878c6fbcccdc8d64
Source dataset
uspto-grants-2001_04
Patent number
US06211198B1

Reaction notes

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