Hydrochloric Acid → HCID 20451707, compound

HRID 1463081Notes

Reaction equation

HRID 1463081 reaction equation
[Al+3].[Cl-].[Cl-].[Cl-].[Na+].[Cl-].[Cl-].[K+].Cl[C:10]1=[C:11]([Cl:17])[C:12]([O:14][C:15]1=[O:16])=[O:13].[C:18]1([CH3:25])[CH:23]=[CH:22][CH:21]=[C:20]([CH3:24])[CH:19]=1.Cl>O>[O:13]=[C:12]1[C:21]2[C:22](=[CH:23][C:18]([CH3:25])=[CH:19][C:20]=2[CH3:24])[C:10]([C:15]([OH:14])=[O:16])=[C:11]1[Cl:17]

Participants

8

Reactant 6

HCID 313Hydrochloric AcidHCID 4873Potassium ChlorideHCID 5234Sodium ChlorideHCID 7929M-XyleneHCID 70728Dichloromaleic anhydrideHCID 6451240Aluminum(III) Chloride

Product 1

HCID 20451707HCID 20451707, compoundYield 97.2%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture consisting of 88 g of powdered, anhydrous AlCl3, 16 g of NaCl, 5.4 g of KCl and 16.7 g (0.1 mol) of dichloromaleic anhydride is initially introduced into a stirred flask provided with a HCl outlet and is heated at 90°-100° C. for a short time (until it has melted). 10.6 g (0.1 mol) of m-xylene are added at 70°-75° C. in the course of 45 minutes. After stirring for a further 30 minutes at 75°-80° C., the melt is introduced into a mixture of 25 ml of concentrated hydrochloric acid, water and ice (final volume about 1 liter) and the product is filtered off. After washing with water and drying in vacuo at 60° C., 23.0 g (97% of theory) of yellow-orange 1-oxo-2-chloro-5,7-dimethyl-indene-3-carboxylic acid are obtained. According to the thin layer chromatogram, the product contains only slight impurities and can therefore be used direct for further reactions. When recrystallised from ethyl acetate, the product melts at 255°-256° C.

Workup

  1. additionis initially introduced into a stirred flask
  2. customprovided with a HCl outlet
  3. temperatureis heated at 90°-100° C. for a short time (until it has melted)
  4. filtrationis filtered off
  5. washAfter washing with water
  6. customdrying in vacuo at 60° C.

Sources & evidence

ORD record
ord-5ed211e1b2564eacabb6e3916623a571
Source dataset
uspto-grants-1984_07
Patent number
US04463142

Reaction notes

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