Aluminum(III) Chloride → HCID 17962932, compound

HRID 2382310Notes

Reaction equation

HRID 2382310 reaction equation
[Al+3].[Cl-].[Cl-].[Cl-].[C:5]([N:8]1[C:17]2[C:12](=[CH:13][C:14]([NH2:19])=[C:15]([CH3:18])[CH:16]=2)[C:11]([CH3:20])=[CH:10][C:9]1([CH3:22])[CH3:21])(=[O:7])[CH3:6]>C1C=CC=CC=1>[C:5]([N:8]1[C:17]2[C:12](=[CH:13][C:14]([NH2:19])=[C:15]([CH3:18])[CH:16]=2)[C:11]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)([CH3:20])[CH2:10][C:9]1([CH3:22])[CH3:21])(=[O:7])[CH3:6]

Participants

4

Reactant 2

HCID 6451240Aluminum(III) ChlorideHCID 17962901HCID 17962901, compound

Product 1

HCID 17962932HCID 17962932, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

AlCl3 (266 mg) was added to a heated (70° C.) solution of 1-acetyl-6-amino-1,2-dihydro-2,2,4,7-tetramethylquinoline (100 mg) in benzene (10 ml). After 3 h, the mixture was cooled and concentrated in vacuo. The residue was dissolved in ethyl acetate and washed with water. The organic layer was separated, dried (MgSO4) and concentrated in vacuo. The residue was chromatographed on silicagel in heptane/ethyl acetate=1/0=>3/1 (v/v) as eluent.

Workup

  1. temperaturethe mixture was cooled
  2. concentrationconcentrated in vacuo
  3. dissolutionThe residue was dissolved in ethyl acetate
  4. washwashed with water
  5. customThe organic layer was separated
  6. dry with materialdried (MgSO4)
  7. concentrationconcentrated in vacuo
  8. customThe residue was chromatographed on silicagel in heptane/ethyl acetate=1/0=>3/1 (v/v) as eluent

Sources & evidence

ORD record
ord-6d8bf41a6f424ce885dfa9649e3b692d
Source dataset
uspto-grants-2012_09
Patent number
US08258293B2

Reaction notes

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