Methylparaben → HCID 18997214, compound

HRID 374505Notes

Reaction equation

HRID 374505 reaction equation
CS([O:5][CH2:6][CH:7]1[CH2:11][O:10][C:9](=[O:12])[N:8]1[C:13]1[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][CH:14]=1)(=O)=O.O[C:21]1[CH:30]=[CH:29][C:24]([C:25]([O:27][CH3:28])=[O:26])=[CH:23][CH:22]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[Cl:19][C:16]1[CH:17]=[CH:18][C:13]([N:8]2[CH:7]([CH2:6][O:5][C:21]3[CH:30]=[CH:29][C:24]([C:25]([O:27][CH3:28])=[O:26])=[CH:23][CH:22]=3)[CH2:11][O:10][C:9]2=[O:12])=[CH:14][CH:15]=1

Participants

5

Reactant 3

HCID 7456MethylparabenHCID 11430Potassium CarbonateHCID 18997188HCID 18997188, compound

Product 1

HCID 18997214HCID 18997214, compoundYield 90.1%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
60 °C

Procedure

In 20 ml of N,N-dimethylformamide was dissolved 1.50 g of 3-(4-chlorophenyl)-2-oxooxazolidin-4-ylmethyl methanesulfonate and 0.80 g of methyl 4-hydroxybenzoate. To the solution was added 0.80 g of anhydrous potassium carbonate, and the mixture was stirred at 60° C. for 12 hours. The reaction mixture was concentrated under reduced pressure and water was added thereto. The obtained residue was recrystallized from methanol to give 1.60 g of the title compound (compound 176) in a yield of 90%.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure and water
  2. additionwas added
  3. customThe obtained residue was recrystallized from methanol

Sources & evidence

ORD record
ord-bde36151ade341c8a9f1d09432844f7a
Source dataset
uspto-grants-1996_01
Patent number
US05480899

Reaction notes

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