Dimethylformamide → HCID 58913661, compound

HRID 1296951Notes

Reaction equation

HRID 1296951 reaction equation
[Cl:1][C:2]1[C:3]([OH:21])=[C:4]([CH3:20])[C:5]([OH:19])=[C:6]([C:8](=[O:18])[CH2:9][C:10]2[CH:15]=[CH:14][C:13]([O:16][CH3:17])=[CH:12][CH:11]=2)[CH:7]=1.CN(C=O)C.C([O-])([O-])=O.[K+].[K+].[C:33](OC(=O)C)(=O)[CH3:34]>O>[Cl:1][C:2]1[CH:7]=[C:6]2[C:5](=[C:4]([CH3:20])[C:3]=1[OH:21])[O:19][C:33]([CH3:34])=[C:9]([C:10]1[CH:11]=[CH:12][C:13]([O:16][CH3:17])=[CH:14][CH:15]=1)[CH:8]2[OH:18]

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 7918Acetic AnhydrideHCID 11430Potassium CarbonateHCID 58913540HCID 58913540, compound

Product 1

HCID 58913661HCID 58913661, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a solution of 1-(5-chloro-2,4-dihydroxy-3-methyl-phenyl)-2-(4-methoxy-phenyl)-ethanone (1 eq) in an. DMF (7 ml) was added K2CO3 (3 eq). Acetic anhydride (3 eq) was added dropwise to the solution, which was then refluxed under nitrogen whilst stirring for 5 h. The solution was taken up in water and extracted using ethyl acetate, dried over MgSO4 and concentrated in vacuo to give 6-chloro-3-(4-methoxy-phenyl)-2,8-dimethyl-4H-chromene-4,7-diol as a crystalline solid.

Workup

  1. temperaturewas then refluxed under nitrogen
  2. extractionextracted
  3. dry with materialdried over MgSO4
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-bf85aa3446604a58a04d70bd7402924b
Source dataset
uspto-grants-2007_07
Patent number
US07247734B2

Reaction notes

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