HCID 66781557, compound → HCID 66781853, compound

HRID 1360145Notes

Reaction equation

HRID 1360145 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2([CH3:18])[CH2:14][O:13][CH2:12][CH:11]3[CH2:15][N:16]=[CH:17][N:10]23)=[CH:5][CH:4]=1>C1(C)C=CC=CC=1.[O-2].[O-2].[Mn+4]>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2([CH3:18])[CH2:14][O:13][CH2:12][C:11]3=[CH:15][N:16]=[CH:17][N:10]23)=[CH:5][CH:4]=1

Participants

4

Reactant 1

HCID 66781557HCID 66781557, compound

Product 1

HCID 66781853HCID 66781853, compound

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 1140TolueneSolvent

Procedure

A mixture of 1.9 mmol of 5-(4-methoxyphenyl)-5-methyl-5,6,8,8a-tetrahydro-1H-imidazo[5,1-c][1,4]oxazine and 3 g of manganese dioxide in 50 ml of toluene is heated to reflux for 3.5 hours. The reaction mixture is cooled to room temperature, the solid is filtered off through Hyflo, and the filtrate is evaporated. The crude title compound is obtained as a yellow oil from the residue and is employed without further purification in the next stage. Rf=0.31 (dichloromethane-methanol-25% aqueous ammonia solution 200:10:1), Rt=2.66 (gradient I)

Workup

  1. temperatureis heated
  2. temperatureto reflux for 3.5 hours
  3. filtrationthe solid is filtered off through Hyflo
  4. customthe filtrate is evaporated

Sources & evidence

ORD record
ord-a6dc8e2ce07e48148dddcbaf3f3c9dac
Source dataset
uspto-grants-2011_02
Patent number
US07879847B2

Reaction notes

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