Isopropanol → HCID 20375997, compound

HRID 1448842Notes

Reaction equation

HRID 1448842 reaction equation
[O:1]([C:8]1[C:9]([C:14]#[N:15])=[N:10][CH:11]=[CH:12][CH:13]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(OO)(=[O:18])C.C(O)(C)C>C(O)(=O)C>[O:1]([C:8]1[CH:13]=[CH:12][CH:11]=[N+:10]([O-:18])[C:9]=1[C:14]#[N:15])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 3776IsopropanolHCID 6585Peracetic AcidHCID 12202662HCID 12202662, compound

Product 1

HCID 20375997HCID 20375997, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

Conditions

Temperature
95 °C

Procedure

A solution of 9.6 g of 3-phenoxy-2-pyridinecarbonitrile, [J. Med. Chem. 18, 1 (1975)] in 25 ml of glacial acetic acid is treated with 25 g of 40% peracetic acid in acetic acid. The mixture is heated at 95° C. for 16 hours. One hundred ml of isopropanol is added and the mixture is concentrated at reduced pressure. The residue is dissolved in 250 ml of dichloromethane and the organic layer is washed with excess dilute sodium hydroxide solution and is dried over anhydrous MgSO4.

Workup

  1. concentrationthe mixture is concentrated at reduced pressure
  2. dissolutionThe residue is dissolved in 250 ml of dichloromethane
  3. washthe organic layer is washed with excess dilute sodium hydroxide solution
  4. dry with materialis dried over anhydrous MgSO4

Sources & evidence

ORD record
ord-123c449b233040f4b9a7fcfca5838f71
Source dataset
uspto-grants-1980_02
Patent number
US04187379

Reaction notes

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