Water → HCID 13708665, compound

HRID 1585535Notes

Reaction equation

HRID 1585535 reaction equation
[C:1]1([CH2:7][C:8]([O-:10])=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[K+].O.[CH:13]([Cl:16])(Cl)Cl>CN(C)C=O>[Cl:16][C:13]1[CH:5]=[CH:6][C:1]([C:7]2[CH2:8][O:9][C:8](=[O:10])[C:7]=2[C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)=[CH:2][CH:3]=1

Participants

5

Reactant 3

HCID 962WaterHCID 6212ChloroformHCID 23675783Potassium phenylacetate

Product 1

HCID 13708665HCID 13708665, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

2-bromine-1-(4-chlorophenyl)-ethanone (2, 102.6 g, 0.44 mol) and potassium phenylacetate (1, 104.5 g, 0.6 mol) are heated to 80° C. in dimethyl formamide (600 mL) while being stirred for 4 hours and are then cooled. After the addition of water (1 L), chloroform is used for extraction (3 times 300 mL), and the chloroform extract is washed with water and then dried (Na2SO4) and concentrated to dryness. For crystallization, diisopropyl ether is added (500 mL) and the crystals, which are formed in the cold [and have] a melting point of 111-113° C., are collected (yield 92 g, 78% with reference to 2).

Workup

  1. temperatureare then cooled
  2. extractionis used for extraction (3 times 300 mL)
  3. extractionthe chloroform extract
  4. washis washed with water
  5. dry with materialdried (Na2SO4)
  6. concentrationconcentrated to dryness
  7. customFor crystallization, diisopropyl ether
  8. additionis added (500 mL)
  9. customthe crystals, which are formed in the cold [and have] a melting point of 111-113° C.
  10. customare collected (yield 92 g, 78% with reference to 2)

Sources & evidence

ORD record
ord-aebd91ea28d849899d324c9b09005b91
Source dataset
uspto-grants-1999_08
Patent number
US05939415

Reaction notes

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