Ethanol → HCID 20305126, compound

HRID 839875Notes

Reaction equation

HRID 839875 reaction equation
[Cl:1][CH2:2][CH2:3][CH2:4][C:5]1[CH:12]=[CH:11][CH:10]=[CH:9][C:6]=1[CH2:7]Cl.[C:13](=O)([O-])[O-].[K+].[K+].[CH2:19]([OH:21])[CH3:20]>>[Cl:1][CH2:2][CH2:3][CH2:4][C:5]1[CH:12]=[CH:11][CH:10]=[CH:9][C:6]=1[CH2:7][CH2:20][C:19](=[O:21])[CH3:13]

Participants

4

Reactant 3

HCID 702EthanolHCID 11430Potassium CarbonateHCID 123739901-(Chloromethyl)-2-(3-chloropropyl)benzene

Product 1

HCID 20305126HCID 20305126, compound

Procedure

A mixture of 258 g (1.27 mol) of 2-(3-chloropropyl)benzyl chloride, 2, 140 g (1.4 mol) of 2,4-pantanedione, 6, 175 g (1.27 mol) potassium carbonate, and 700 ml of absolute ethanol was stirred at reflux for 18 hours. Evaporation of the alchohol gave a residue which was partitioned between ether and water. The organic phase was dried over anhydrus MgSO4, concentrated and the residue distilled to give the chloro ketone 7, 218 g, bp 123°-127° C/0.2 mm.

Workup

  1. temperatureat reflux for 18 hours
  2. customEvaporation of the alchohol
  3. customgave a residue which
  4. customwas partitioned between ether and water
  5. dry with materialThe organic phase was dried over anhydrus MgSO4
  6. concentrationconcentrated
  7. distillationthe residue distilled

Sources & evidence

ORD record
ord-12b9bb43106f47b585049e4e5ac51898
Source dataset
uspto-grants-1978_06
Patent number
US04097516

Reaction notes

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