Potassium Carbonate → HCID 69222572, compound

HRID 2113905Notes

Reaction equation

HRID 2113905 reaction equation
[CH3:1][O:2][C:3](=[O:13])[C:4]1[CH:12]=[CH:11][CH:10]=[C:6]([C:7]([OH:9])=[O:8])[CH:5]=1.BrC[C:16]([C:18]1[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][CH:19]=1)=[O:17].C([O-])([O-])=O.[K+].[K+]>CN(C=O)C>[Cl:24][C:21]1[CH:22]=[CH:23][C:18]([C:16](=[O:17])[CH2:1][O:2][C:3](=[O:13])[C:4]2[CH:12]=[CH:11][CH:10]=[C:6]([C:7]([OH:9])=[O:8])[CH:5]=2)=[CH:19][CH:20]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 68303p-Chlorophenacyl bromideHCID 6018803-(Methoxycarbonyl)benzoic acid

Product 1

HCID 69222572HCID 69222572, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In a 25 ml round flask, 2.0 g (11.1 mmol) of isophtalic acid monomethyl ester and 2.6 g (11.1 mmol) 2-bromo-1-(4-chloro-phenyl)-ethanone are dissolved in 10 ml of DMF followed by addition of 3.1 g (22.2 mmol, 2.0 eq.) of K2CO3. After stirring the suspension 2 h at room temperature, the solvent is removed in vacuo and the residue taken up in CH2Cl2. The organic phase is washed with aqueous NaHCO3 (5%) and the phases separated. The organic layer is dried (Na2SO4) and concentrated to yield the title compound which is used for the next step without further purification. Mass spectrum: m/z (M+H+NH3)+: 198.0

Workup

  1. customthe solvent is removed in vacuo
  2. washThe organic phase is washed with aqueous NaHCO3 (5%)
  3. customthe phases separated
  4. dry with materialThe organic layer is dried (Na2SO4)
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-91df72e3e2c443d5b48e1705633de5b3
Source dataset
uspto-grants-2008_10
Patent number
US07432293B2

Reaction notes

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