Hydrochloric Acid → HCID 21500551, compound

HRID 1288490Notes

Reaction equation

HRID 1288490 reaction equation
[CH3:1][C:2]1[CH:15]=[C:14]2[C:5]([O:6][C:7]3[CH:8]=[CH:9][C:10]([C:16]([O:18][CH3:19])=[O:17])=[CH:11][C:12]=3[CH2:13]2)=[CH:4][CH:3]=1.ClC(Cl)C.[C:24](Cl)(=[O:26])[CH3:25].[Cl-].[Cl-].[Cl-].[Al+3].Cl>O>[C:24]([C:4]1[CH:3]=[C:2]([CH3:1])[CH:15]=[C:14]2[C:5]=1[O:6][C:7]1[CH:8]=[CH:9][C:10]([C:16]([O:18][CH3:19])=[O:17])=[CH:11][C:12]=1[CH2:13]2)(=[O:26])[CH3:25]

Participants

7

Reactant 5

HCID 313Hydrochloric AcidHCID 63651,1-DichloroethaneHCID 6367Acetyl chlorideHCID 6451240Aluminum(III) ChlorideHCID 21500836Methyl 7-methyl-9H-xanthene-2-carboxylate

Product 1

HCID 21500551HCID 21500551, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 130 g. of methyl 7-methylxanthene-2-carboxylate in 200 ml. of dichloroethane is cooled to -5° C and to the cooled solution are added 4.95 ml. of acetyl chloride and then 17.0 g. of aluminum trichloride. The resultant solution is stirred at room temperature for 1.75 hours. After this time, the solution is poured into a mixture of 300 g. of ice, 700 ml. of water and 20 ml. of concentrated hydrochloric acid. The mixture is then extracted with three 500 ml. portions of methylene chloride. The combined extracts are washed with 10% aqueous potassium hydroxide solution and the washed solution evaporated to give methyl 5-acetyl-7-methylxanthene-2-carboxylate.

Workup

  1. additionA mixture of 130 g
  2. additionare added 4.95 ml
  3. additionAfter this time, the solution is poured into a mixture of 300 g
  4. extractionThe mixture is then extracted with three 500 ml
  5. washThe combined extracts are washed with 10% aqueous potassium hydroxide solution
  6. customthe washed solution evaporated

Sources & evidence

ORD record
ord-b26cb082fe25480ea332bdb144795f27
Source dataset
uspto-grants-1976_10
Patent number
US03988352

Reaction notes

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