Hydrochloric Acid → HCID 20306107, compound

HRID 2419337Notes

Reaction equation

HRID 2419337 reaction equation
[C:1](Cl)(=[O:6])[CH2:2][CH2:3][CH2:4][CH3:5].Cl[C:9]1[CH:14]=[CH:13][CH:12]=[C:11](Cl)[CH:10]=1.[Cl-:16].[Al+3].[Cl-:18].[Cl-].Cl>O>[Cl:16][CH:2]([CH2:3][CH:4]([Cl:18])[CH3:5])[C:1]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)=[O:6]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 109431,3-DichlorobenzeneHCID 61186Valeryl chlorideHCID 6451240Aluminum(III) Chloride

Product 1

HCID 20306107HCID 20306107, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To 48.0 g. (0.398 mole) of valeryl chloride in 100.0 g. (0.680 mole) of m-dichlorobenzene is added portionwise at less than 5°, 66.7 g. (0.5 mole) of aluminum chloride. When the addition is complete, the reaction mixture is allowed to stir and slowly warm up to ambient temperature for 2 hours. It is then heated at reflux for 3 hours, and stirred at room temperature for 16 hours. The reaction mixture is poured into iced water, and made acidic with hydrochloric acid. The oil which formed separates, and the aqueous phase is extracted twice with 200 ml of ether. The oil and the extracts are combined, washed with water, dried and concentrated to give 122.2 g. of the crude product. A distillation (89°-93°/0.05 mm) gives 55.2 g. (60%) of the product.

Workup

  1. additionWhen the addition
  2. temperatureIt is then heated
  3. temperatureat reflux for 3 hours
  4. stirringstirred at room temperature for 16 hours
  5. customThe oil which formed separates
  6. extractionthe aqueous phase is extracted twice with 200 ml of ether
  7. washwashed with water
  8. customdried
  9. concentrationconcentrated
  10. customto give 122.2 g
  11. distillationA distillation (89°-93°/0.05 mm)
  12. customgives 55.2 g

Sources & evidence

ORD record
ord-5346851e25e34c3da78c7910fb10ff8c
Source dataset
uspto-grants-1978_08
Patent number
US04105762

Reaction notes

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