Sodium Hydroxide → HCID 18545471, compound

HRID 1267120Notes

Reaction equation

HRID 1267120 reaction equation
[O:1]1[CH2:5][CH2:4][O:3][CH:2]1[C:6]1[CH:7]=[C:8]([CH:11]=[CH:12][CH:13]=1)[C:9]#[N:10].[OH-:14].[Na+]>CCO.O>[O:1]1[CH2:5][CH2:4][O:3][CH:2]1[C:6]1[CH:7]=[C:8]([CH:11]=[CH:12][CH:13]=1)[C:9]([NH2:10])=[O:14]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 11159613HCID 11159613, compound

Product 1

HCID 18545471HCID 18545471, compoundYield 69.6%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

To a solution of 3-(1,3-dioxolan-2-yl)-benzonitrile (5.86 g) in a mixture of EtOH (140 mL) and H2O (60 mL) was added sodium hydroxide (6.46 g) and the mixture was heated under reflux for 2 hours. The solvent was evaporated under reduced pressure and the aqueous layer was extracted with CH2Cl2. The organic phase was washed with water, dried over Na2SO4, filtered and evaporated to give the title compound (4.5 g) as a white solid.

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 2 hours
  3. customThe solvent was evaporated under reduced pressure
  4. extractionthe aqueous layer was extracted with CH2Cl2
  5. washThe organic phase was washed with water
  6. dry with materialdried over Na2SO4
  7. filtrationfiltered
  8. customevaporated

Sources & evidence

ORD record
ord-1dd95b2653a142499e029795bfe62634
Source dataset
uspto-grants-2003_04
Patent number
US06552022B1

Reaction notes

Loading…