Bromide ion → HCID 57016180, compound

HRID 1722841Notes

Reaction equation

HRID 1722841 reaction equation
[Br-].[CH3:2][CH2:3][CH2:4][C:5]1[C:10]([OH:11])=[C:9]([C:12]([CH3:14])=[O:13])[CH:8]=[CH:7][C:6]=1[OH:15].[C:16]([O-:19])([O-])=[O:17].[K+].[K+].[CH2:22]([C:24]([CH3:26])=[O:25])[CH3:23]>>[C:12]([C:9]1[CH:8]=[CH:7][C:6]([O:15][CH2:7][CH2:8][CH2:9][O:25][C:24]2[CH:26]=[CH:2][C:3]([C@H:4]3[O:19][C:16](=[O:17])[CH2:6][C@H:5]3[CH3:10])=[CH:23][CH:22]=2)=[C:5]([CH2:4][CH2:3][CH3:2])[C:10]=1[OH:11])(=[O:13])[CH3:14]

Participants

5

Reactant 4

HCID 259Bromide ionHCID 6569Methyl Ethyl KetoneHCID 11430Potassium CarbonateHCID 27751982',4'-Dihydroxy-3'-propylacetophenone

Product 1

HCID 57016180HCID 57016180, compound

Procedure

The bromide from Example 12 (4.5 g, 14.4 mmol) was reacted with 2,4-dihydroxy-3-propylacetophenone (2.9 g, 15.0 mmol) in methyl ethyl ketone (45 ml) containing anhydrous K2CO3 (4.0 g, 29.0 mmol) at reflux temperature for 6 hours in an atmosphere of nitrogen. The mixture was filtered, concentrated in vacuo and the residue was purified by chromatography on silica gel to provide the title compound, m.p. 88.5°-89.5° C.

Workup

  1. temperatureat reflux temperature for 6 hours in an atmosphere of nitrogen
  2. filtrationThe mixture was filtered
  3. concentrationconcentrated in vacuo
  4. customthe residue was purified by chromatography on silica gel

Sources & evidence

ORD record
ord-948f16e47c374ea5b5479d289936d871
Source dataset
uspto-grants-1989_08
Patent number
US04857659

Reaction notes

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