HCID 86722315, compound → HCID 86722316, compound

HRID 874827Notes

Reaction equation

HRID 874827 reaction equation
[OH:1][CH2:2][CH2:3][N:4]([CH3:16])[C:5]([NH:7][C:8]1[CH:13]=[CH:12][C:11]([CH2:14][OH:15])=[CH:10][CH:9]=1)=[O:6]>C(Cl)Cl.[O-2].[Mn+4].[O-2]>[CH:14]([C:11]1[CH:12]=[CH:13][C:8]([NH:7][C:5](=[O:6])[N:4]([CH2:3][CH2:2][OH:1])[CH3:16])=[CH:9][CH:10]=1)=[O:15]

Participants

4

Reactant 1

HCID 86722315HCID 86722315, compound

Product 1

HCID 86722316HCID 86722316, compoundYield 49%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6344DichloromethaneSolvent

Procedure

To a solution of 1-(2-hydroxyethyl)-3-(4-(hydroxymethyl)phenyl)-1-methylurea (0.50 g, 2.23 mmol) in DCM (30 mL) was added manganese (IV) oxide (0.78 g, 8.92 mmol). The reaction mixture was stirred at RT for 3 hours. The suspension was filtered through celite and the filter pad washed with further DCM. The filtrate was evaporated at reduced pressure to afford the title compound (0.23 g, 49%).

Workup

  1. filtrationThe suspension was filtered through celite
  2. washthe filter pad washed with further DCM
  3. customThe filtrate was evaporated at reduced pressure

Sources & evidence

ORD record
ord-8229660eb7b640f296abaf8c453c4018
Source dataset
uspto-grants-2015_03
Patent number
US08980913B2

Reaction notes

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