Dimethyl Sulfate → HCID 66783913, compound

HRID 1095281Notes

Reaction equation

HRID 1095281 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[O:15][C:14]3[C:16](O)=[C:17]4[O:23][CH2:22][O:21][C:18]4=[C:19]([OH:20])[C:13]=3[C:11](=[O:12])[CH:10]=2)=[CH:5][CH:4]=1.C1OC2C=C3C(C(=O)C=C(C4C=CC(O)=CC=4)O3)=C(O)C=2O1.COS(OC)(=O)=O.C(=O)([O-])[O-].[K+].[K+]>CC(C)=O.C(OCC)(=O)C>[CH2:22]1[O:23][C:17]2[CH:16]=[C:14]3[C:13]([C:11](=[O:12])[CH:10]=[C:9]([C:6]4[CH:5]=[CH:4][C:3]([O:2][CH3:1])=[CH:8][CH:7]=4)[O:15]3)=[C:19]([OH:20])[C:18]=2[O:21]1

Participants

7

Reactant 4

HCID 6497Dimethyl SulfateHCID 11430Potassium CarbonateHCID 44258472HCID 44258472, compoundHCID 44258636HCID 44258636, compound

Product 1

HCID 66783913HCID 66783913, compound

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 8857Ethyl AcetateSolvent

Procedure

A solution of Kanzakiflavone-1 or 6,7-methylenedioxy-5,4′-dihydroxyflavone (1.49 g, 5 mmol) [Manchanda, V. P.; Khanna, R. N. Curr. Sci. (1977), 46(13), 445-6.] and dimethylsulfate (1.02 g, 8 mmol) in acetone (20 ml) is refluxed in the presence of anyhyd. potassium carbonate (0.5 g) overnight. The reaction mixture is filtered off and the filtrate is evaporated to give a dark brown residue. The residue is taken up in ethyl acetate and washed with water followed by saturated brine solution and dried (MgSO4), thus giving the title compound, upon filtration and evaporation.

Workup

  1. filtrationThe reaction mixture is filtered off
  2. customthe filtrate is evaporated
  3. customto give a dark brown residue
  4. washwashed with water
  5. dry with materialdried (MgSO4)

Sources & evidence

ORD record
ord-45e0ea236fc94c6e9712977fa6370c90
Source dataset
uspto-grants-2012_03
Patent number
US08138165B2

Reaction notes

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