Acetone → HCID 12465924, compound

HRID 1448564Notes

Reaction equation

HRID 1448564 reaction equation
[Cl:1][C:2]1(Cl)[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4](Cl)=[CH:3]1.CC(=[O:16])C>O>[Cl:1][C:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4](=[O:16])[CH:3]=1

Participants

4

Reactant 2

HCID 180AcetoneHCID 12669650HCID 12669650, compound

Product 1

HCID 12465924HCID 12465924, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 35 parts of 1,1,3-trichloro-1H-indene, 295 parts of 2-propanone, and 375 parts of water is heated at the boiling point under reflux in a nitrogen atmosphere overnight. The resultant dark brown solution is stripped of solvent by vacuum distillation under nitrogen at 35°. The distilland is extracted with 1,1'-oxybisethane. The extract is consecutively washed with water, 10% sodium chloride, and water, then dried over anhydrous magnesium sulfate and thereupon stripped of solvent by vacuum distillation. The oily residue is crystallized from pentane to give 3-chloro-1H-inden-1-one as a red-orange solid, the formula of which is ##STR4##

Workup

  1. temperatureis heated at the boiling point
  2. temperatureunder reflux in a nitrogen atmosphere overnight
  3. distillationThe resultant dark brown solution is stripped of solvent by vacuum distillation under nitrogen at 35°
  4. extractionThe distilland is extracted with 1,1'-oxybisethane
  5. washThe extract is consecutively washed with water, 10% sodium chloride, and water
  6. dry with materialdried over anhydrous magnesium sulfate
  7. distillationstripped of solvent by vacuum distillation
  8. customThe oily residue is crystallized from pentane

Sources & evidence

ORD record
ord-13324a4fba9245e19fa851afadd0e389
Source dataset
uspto-grants-1979_12
Patent number
US04180666

Reaction notes

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