Hydracrylonitrile → HCID 22725151, compound

HRID 382664Notes

Reaction equation

HRID 382664 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]>>[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

3

Reactant 2

HCID 8011HydracrylonitrileHCID 78656Ethyl 3-oxovalerate

Product 1

HCID 22725151HCID 22725151, compoundYield 55.5%

Conditions

Temperature
192.5 °C

Procedure

A mixture of 4.86 g of ethyl propionylacetate (33.7 mmol) and 2.00 g of 3-hydroxypropionitrile (28.1 mmol) were placed in a round bottom flask (magnetically stirred) equipped with a short distillation path. The resulting mixture was gradually heated to 180-205° C. in an oil bath. The distillate was collected (1.2 mL). The mixture was then cooled to room temperature and the residue was distilled under reduced pressure to give 2.64 g of product: bp 95-98° C. (0.5 mm Hg). The product was used in the next step after spectral characterization.

Workup

  1. customwere placed in a round bottom flask
  2. customequipped with a short distillation path
  3. distillationThe distillate was collected (1.2 mL)
  4. temperatureThe mixture was then cooled to room temperature
  5. distillationthe residue was distilled under reduced pressure

Sources & evidence

ORD record
ord-1000fc450e2940fcb592ae2639223347
Source dataset
uspto-grants-2001_10
Patent number
US06310076B1

Reaction notes

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