Potassium Carbonate → HCID 70550599, compound

HRID 2285610Notes

Reaction equation

HRID 2285610 reaction equation
Br[CH:2]([CH3:8])[C:3]([O:5][CH2:6][CH3:7])=[O:4].[Cl:9][C:10]1[C:15]([Cl:16])=[C:14]([C:17](=[O:26])[C:18]2[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[CH:20][CH:19]=2)[CH:13]=[CH:12][C:11]=1[OH:27].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[CH2:6]([O:5][C:3](=[O:4])[CH:2]([O:27][C:11]1[CH:12]=[CH:13][C:14]([C:17](=[O:26])[C:18]2[CH:19]=[CH:20][C:21]([O:24][CH3:25])=[CH:22][CH:23]=2)=[C:15]([Cl:16])[C:10]=1[Cl:9])[CH3:8])[CH3:7]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 79040Ethyl 2-bromopropionateHCID 13409034(2,3-Dichloro-4-hydroxyphenyl)(4-methoxyphenyl)methanone

Product 1

HCID 70550599HCID 70550599, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent2×

Procedure

A solution of 9.96 (0.055 mole) of ethyl 2-bromopropionate in 12 ml. of acetone was added over a period of 2 hours to a stirred, refluxing mixture of 14.85 g. (0.05 mole) of 2,3-dichloro-4-(4'-methoxybenzoyl)phenol and 7.60 g. (0.055 mole) of powdered anhydrous potassium carbonate in 200 ml. of acetone. After the addition, the mixture was refluxed for 20 hours and the hot mixture was filtered. The filtrate was evaporated in vacuo and the residue was taken up in 250 ml. of chloroform. The chloroform solution was washed with 10% aqueous potassium carbonate, water, dried over anhydrous sodium carbonate and evaporated in vacuo to give the product.

Workup

  1. temperaturerefluxing
  2. additionmixture of 14.85 g
  3. additionAfter the addition
  4. temperaturethe mixture was refluxed for 20 hours
  5. filtrationthe hot mixture was filtered
  6. customThe filtrate was evaporated in vacuo
  7. washThe chloroform solution was washed with 10% aqueous potassium carbonate, water
  8. dry with materialdried over anhydrous sodium carbonate
  9. customevaporated in vacuo
  10. customto give the product

Sources & evidence

ORD record
ord-32e2d86aa5aa4715bee23b1680938d68
Source dataset
uspto-grants-1982_04
Patent number
US04323691

Reaction notes

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