Hydrogen Peroxide → HCID 86736357, compound

HRID 1105813Notes

Reaction equation

HRID 1105813 reaction equation
C(#N)C1C=CC=CC=1.OO.[C:11](=[O:14])(O)[O-].[K+].[CH2:16]([O:19][C:20]1[C:29]2[O:28][NH:27][C:26](=[O:30])[CH2:25][C:24]=2[CH:23]=[CH:22][CH:21]=1)[CH:17]=C>CO>[O:14]1[CH2:11][CH:17]1[CH2:16][O:19][C:20]1[C:29]2[O:28][NH:27][C:26](=[O:30])[CH2:25][C:24]=2[CH:23]=[CH:22][CH:21]=1

Participants

6

Reactant 4

HCID 784Hydrogen PeroxideHCID 7505BenzonitrileHCID 516893Potassium BicarbonateHCID 86736358HCID 86736358, compound

Product 1

HCID 86736357HCID 86736357, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

5.2 g of benzonitrile, 18 ml of a 30 percent strength aqueous solution of hydrogen peroxide and 1.0 g of potassium bicarbonate are added to a suspension of 10.1 g of 8-allyloxy2,3-dihydro-(4H)-benz[5.6]oxazin-3-one in 400 ml of methanol and the mixture is then stirred for 3 days at 20°. The reaction mixture is then concentrated to a volume of 40 ml under reduced pressure. After leaving to stand at 0°, 8-(2,3-epoxy-propoxy)-2,3-dihydro-(4H)-benz[5.6]oxazin-3-one is obtained in the form of colourless crystals, which are filtered off and washed with a little cold methanol; melting point 158°-160°.

Workup

  1. concentrationThe reaction mixture is then concentrated to a volume of 40 ml under reduced pressure
  2. customAfter leaving
  3. customto stand at 0°

Sources & evidence

ORD record
ord-85bab17059af40b0a1044213d2ed1f8e
Source dataset
uspto-grants-1982_01
Patent number
US04310527

Reaction notes

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