Potassium Carbonate → HCID 19773677, compound

HRID 1614368Notes

Reaction equation

HRID 1614368 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH2:12][CH:11]([CH2:13][OH:14])[O:10][C:9]2=[O:15])=[CH:4][CH:3]=1.C([O-])([O-])=O.[K+].[K+].S(O[CH2:33][CH2:34][CH:35]([OH:37])[CH3:36])(C1C=CC(C)=CC=1)(=O)=O>CC(CC)=O>[OH:37][CH:35]([CH3:36])[CH2:34][CH2:33][O:1][C:2]1[CH:3]=[CH:4][C:5]([N:8]2[CH2:12][CH:11]([CH2:13][OH:14])[O:10][C:9]2=[O:15])=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 3018436HCID 3018436, compoundHCID 132043233-Hydroxybutyl 4-methylbenzenesulfonate

Product 1

HCID 19773677HCID 19773677, compoundYield 52%

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

To a solution of 7.8 g of 3-[(4-hydroxy)phenyl]-5-hydroxymethyl-2-oxazolidinone (MD 760172) in 75 ml of methylethylketone, are added 10.2 g (0.074 mol) of K2CO3, 0.1 g of KI and 10.84 g (0.044 mol) of 3-hydroxy-1-butanol tosylate, the mixture is heated under reflux for 12 hours. After filtration, the reaction medium is concentrated and the product is obtained after chromatography (silica, eluent: CH2Cl2 : 92; CH3OH: 8) with a 52% yield,

Workup

  1. temperaturethe mixture is heated
  2. temperatureunder reflux for 12 hours
  3. filtrationAfter filtration
  4. concentrationthe reaction medium is concentrated
  5. customthe product is obtained after chromatography (silica, eluent: CH2Cl2 : 92; CH3OH: 8) with a 52% yield

Sources & evidence

ORD record
ord-70d8c5ef1b5843b19c70deec52f08753
Source dataset
uspto-grants-1993_03
Patent number
US05196543

Reaction notes

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