Hydrochloric Acid → HCID 13687662, compound

HRID 2072688Notes

Reaction equation

HRID 2072688 reaction equation
[CH3:1][C:2]1[C:7]([O:8]C)=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:10]1(=[O:16])[O:15][C:13](=[O:14])[CH2:12][CH2:11]1.[Cl-].[Al+3].[Cl-].[Cl-].Cl>C(Cl)Cl>[CH3:1][C:2]1[CH:3]=[C:4]([C:10](=[O:16])[CH2:11][CH2:12][C:13]([OH:15])=[O:14])[CH:5]=[CH:6][C:7]=1[OH:8]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 7922Succinic anhydrideHCID 336372-MethylanisoleHCID 6451240Aluminum(III) Chloride

Product 1

HCID 13687662HCID 13687662, compoundYield 10%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

24.5 g of O-methylanisole and 20.0 g of succinic anhydride were dissolved in 230 ml of methylene chloride. Holding the temperature of the reaction solution below 5° C., 84 g of aluminum chloride were slowly added. After the addition was complete, the reaction mixture was stirred for 1 hour at a temperature below 5° C. and for an additional 5 hours at room temperature. It was then allowed to stand for one day and overnight at room temperature, after which the reaction mixture was poured into ice-cooled dilute hydrochloric acid and the resulting precipitate was collected by filtration. The precipitate was washed and then dissolved in ethanol. This solution was dried by azeotropic distillation and then evaporated to dryness. 4.16 g of the title compound were obtained as an oil.

Workup

  1. additionwere slowly added
  2. additionAfter the addition
  3. waitto stand for one day and overnight at room temperature
  4. additionafter which the reaction mixture was poured into ice-
  5. filtrationthe resulting precipitate was collected by filtration
  6. washThe precipitate was washed
  7. dissolutiondissolved in ethanol
  8. customThis solution was dried by azeotropic distillation
  9. customevaporated to dryness

Sources & evidence

ORD record
ord-5bb51394028e404e85e50f2540f44c11
Source dataset
uspto-grants-1990_04
Patent number
US04914093

Reaction notes

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