Isopropanol → HCID 45117314, compound

HRID 2102905Notes

Reaction equation

HRID 2102905 reaction equation
[CH3:1][C:2]([CH3:14])([CH3:13])[C:3]#[C:4][C:5]1[N:10]=[CH:9]C(C#N)=[CH:7][N:6]=1.[OH-:15].[K+].[CH:17]([OH:20])([CH3:19])C>O>[CH3:1][C:2]([CH3:14])([CH3:13])[C:3]#[C:4][C:5]1[N:10]=[CH:9][C:19]([C:17]([OH:20])=[O:15])=[CH:7][N:6]=1

Participants

5

Reactant 3

HCID 3776IsopropanolHCID 14797Potassium HydroxideHCID 57804136HCID 57804136, compound

Product 1

HCID 45117314HCID 45117314, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture 2-(3,3-dimethylbut-1-ynyl)pyrimidine-5-carbonitrile (1.0 g, 0.005 mol) and potassium hydroxide (2.8 g, 0.05 mol) in isopropanol (40 mL) and water (10 mL) was heated at reflux for three hours. The mixture was allowed to cool to room temperature and concentrated under vacuum. Water (200 mL) was added and the mixture was cooled to 0° C., then conc. HCl was added until a pH of 6 was obtained. The resulting off-white precipitate was collected by filtration and washed with water to give the product as a solid. m/z=205 (M+1).

Workup

  1. temperatureat reflux for three hours
  2. concentrationconcentrated under vacuum
  3. additionWater (200 mL) was added
  4. temperaturethe mixture was cooled to 0° C.
  5. additionconc. HCl was added until a pH of 6
  6. customwas obtained
  7. filtrationThe resulting off-white precipitate was collected by filtration
  8. washwashed with water

Sources & evidence

ORD record
ord-61ba0ab9033d45c8814379103ca02c56
Source dataset
uspto-grants-2009_08
Patent number
US07576099B2

Reaction notes

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