Hydrochloric Acid → HCID 12878340, compound

HRID 224431Notes

Reaction equation

HRID 224431 reaction equation
[Al+3].[Cl-].[Cl-].[Cl-].[CH:5]1([C:11]2[CH:12]=[C:13]([O:17][CH3:18])[CH:14]=[CH:15][CH:16]=2)[CH2:10][CH2:9][CH2:8][CH2:7][CH2:6]1.[C:19]1(=[O:25])[O:24][C:22](=[O:23])[CH2:21][CH2:20]1.[N+](C1C=CC=CC=1)([O-])=O.Cl>ClCC(Cl)(Cl)Cl>[O:25]=[C:19]([C:14]1[CH:15]=[CH:16][C:11]([CH:5]2[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10]2)=[CH:12][C:13]=1[O:17][CH3:18])[CH2:20][CH2:21][C:22]([OH:24])=[O:23]

Participants

7

Reactant 5

HCID 313Hydrochloric AcidHCID 7416NitrobenzeneHCID 7922Succinic anhydrideHCID 6451240Aluminum(III) ChlorideHCID 128783391-Cyclohexyl-3-methoxybenzene

Product 1

HCID 12878340HCID 12878340, compound

Reagents, catalysts & solvents 1

HCID 124181,1,1,2-TetrachloroethaneSolvent

Procedure

70 g of AlCl3 are added with stirring at -5° to 47.5 g of m-cyclohexylanisole, 26.5 g of succinic acid anhydride, 250 ml of tetrachloroethane and 62.5 ml of nitrobenzene, at such a rate that the temperature does not exceed -5°. The mixture is then stirred for 72 hours at 22°. 2N hydrochloric acid is then slowly added in the cold to the reaction solution until there is no further reaction, and the solution is then extracted twice with methylene chloride. The organic phases are extracted with 2N NaOH. The alkaline extract is acidified and extracted there times with ethyl acetate. The ethyl acetate phases are washed three times with water, dried over Na2SO4 and evaporated. The residue is crystallised twice from methylene chloridehexane. M.p. 130°-131°.

Workup

  1. customdoes not exceed -5°
  2. customno further reaction
  3. extractionthe solution is then extracted twice with methylene chloride
  4. extractionThe organic phases are extracted with 2N NaOH
  5. extractionThe alkaline extract
  6. extractionextracted there times with ethyl acetate
  7. washThe ethyl acetate phases are washed three times with water
  8. dry with materialdried over Na2SO4
  9. customevaporated
  10. customThe residue is crystallised twice from methylene chloridehexane

Sources & evidence

ORD record
ord-5ea0c129e25641708c683d4ff8c8227a
Source dataset
uspto-grants-1980_11
Patent number
US04232039

Reaction notes

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