Dichloromethane → bis(4-oxo-2-phenyl-4H-chromen-3-yl)terephthalate

HRID 1925668

Reaction equation

HRID 1925668 reaction equation
[OH:1][C:2]1[C:11](=[O:12])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[O:4][C:3]=1[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.[C:19](Cl)(=[O:29])[C:20]1[CH:28]=[CH:27][C:23]([C:24](Cl)=[O:25])=[CH:22][CH:21]=1.ClCCl.C(N([CH2:39][CH3:40])CC)C>O>[O:12]=[C:11]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[O:4][C:3]([C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=2)=[C:2]1[O:1][C:19](=[O:29])[C:20]1[CH:28]=[CH:27][C:23]([C:24]([O:1][C:2]2[C:11](=[O:12])[C:10]3[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=3)[O:4][C:3]=2[C:40]2[CH:39]=[CH:18][CH:13]=[CH:14][CH:15]=2)=[O:25])=[CH:22][CH:21]=1

Participants

6

Reactant 4

HCID 6344DichloromethaneHCID 7488Terephthaloyl chlorideHCID 8471TriethylamineHCID 11349Flavonol

Product 1

HCID 57983717bis(4-oxo-2-phenyl-4H-chromen-3-yl)terephthalate

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To the three-necked round bottom flask attached with reflux condenser, calcium chloride guard tube and nitrogen inlet, 3-hydroxy-2-phenyl-4H-chromen-4-one (0.59 g), terephthaloyl chloride (0.59 g) and dichloromethane (50 ml) were charged. Then triethyl amine (0.29 g) was charged and the reaction mixture was stirred at room temperature and monitored by thin layer chromatography (TLC). On completion of the reaction 10 ml water was added to the reaction mixture and the organic layer was separated. The organic layer was dried and evaporated under reduced pressure to give the product.

Workup

  1. temperaturewith reflux condenser, calcium chloride guard tube and nitrogen inlet
  2. additionwas added to the reaction mixture
  3. customthe organic layer was separated
  4. customThe organic layer was dried
  5. customevaporated under reduced pressure
  6. customto give the product

Sources & evidence

ORD record
ord-05698b17433241a3bb7f354098e0d834
Source dataset
uspto-grants-2012_05
Patent number
US08178702B2

Linked notes

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