Aluminum(III) Chloride → HCID 12395586, compound

HRID 597007Notes

Reaction equation

HRID 597007 reaction equation
[CH3:1][C:2]1([CH:16]([CH3:18])[CH3:17])[CH2:10][C:9]2[C:4](=[C:5]([Cl:14])[C:6]([Cl:13])=[C:7]([O:11]C)[CH:8]=2)[C:3]1=[O:15].[Cl-].[Al+3].[Cl-].[Cl-]>CCCCCCC>[CH3:1][C:2]1([CH:16]([CH3:18])[CH3:17])[CH2:10][C:9]2[C:4](=[C:5]([Cl:14])[C:6]([Cl:13])=[C:7]([OH:11])[CH:8]=2)[C:3]1=[O:15]

Participants

4

Reactant 2

HCID 6451240Aluminum(III) ChlorideHCID 12395564HCID 12395564, compound

Product 1

HCID 12395586HCID 12395586, compound

Reagents, catalysts & solvents 1

HCID 8900HeptaneSolvent

Procedure

A stirred suspension of 2-methyl-2-isopropyl-5-methoxy-6,7-dichloro-1-indanone (7.0 g., 0.0244 mole) and aluminum chloride (9.0 g., 0.068 mole) in heptane (400 ml.) is refluxed for 1 hour and cooled. The heptane is decanted from the reaction mixture and the solid residue is poured into water (300 ml.) and concentrated hydrochloric acid (20 ml.). The crude product is extracted into ether (300 ml.), washed with water, dried over magnesium sulfate, distilled to a volume of 100 ml. and treated with hexane (100 ml.). The 2-methyl-2-isopropyl-5-hydroxy-6,7-dichloro-1-indanone which separates (6.5 g.) melts at 215° C.

Workup

  1. temperatureis refluxed for 1 hour
  2. temperaturecooled
  3. customThe heptane is decanted from the reaction mixture
  4. additionthe solid residue is poured into water (300 ml.) and concentrated hydrochloric acid (20 ml.)
  5. extractionThe crude product is extracted into ether (300 ml.)
  6. washwashed with water
  7. dry with materialdried over magnesium sulfate
  8. distillationdistilled to a volume of 100 ml
  9. additionand treated with hexane (100 ml.)

Sources & evidence

ORD record
ord-93bbf51cc54a4992bb442b2c80000ce2
Source dataset
uspto-grants-1977_03
Patent number
US04012524

Reaction notes

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