m-Chloroperbenzoic acid → HCID 20381194, compound

HRID 1448031Notes

Reaction equation

HRID 1448031 reaction equation
[CH:1]1[C:10]2[O:9][C:8]3[CH:11]=[CH:12][CH:13]=[CH:14][C:7]=3[O:6][C:5]=2[CH:4]=[CH:3][N:2]=1.ClC1C=CC=C(C(OO)=[O:23])C=1>ClCCl>[CH:1]1[C:10]2[O:9][C:8]3[CH:11]=[CH:12][CH:13]=[CH:14][C:7]=3[O:6][C:5]=2[CH:4]=[CH:3][N+:2]=1[O-:23]

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 20381195HCID 20381195, compound

Product 1

HCID 20381194HCID 20381194, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution of 3.5 g of pyrido[3,4-B][1,4]benzodioxin in 40 ml of dichloromethane is treated with 4.04 g of 85% m-chloroperbenzoic acid. The mixture is refluxed with stirring for 4 days. The mixture is diluted with 250 ml of dichloromethane and washed with excess 25% sodium hydroxide solution. The organic layer is dried and evaporated to yield pyrido[3,4-B][1,4]-benzodioxin-2 oxide, mp 232°-233° C. dec.

Workup

  1. temperatureThe mixture is refluxed
  2. washwashed with excess 25% sodium hydroxide solution
  3. customThe organic layer is dried
  4. customevaporated

Sources & evidence

ORD record
ord-cc0e44d223da448d8858791611b610ba
Source dataset
uspto-grants-1979_12
Patent number
US04179506

Reaction notes

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