Benzene → HCID 12565679, compound

HRID 1389827Notes

Reaction equation

HRID 1389827 reaction equation
[OH2:1].P(Cl)(Cl)(Cl)(Cl)Cl.[Al+3].[Cl-].[Cl-].[Cl-].Cl.[CH:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>>[C:13]1([CH:17]2[C:18]3=[C:18]4[C:17](=[CH:15][CH:14]=[CH:13]3)[C:16](=[O:1])[CH2:15][CH2:14][CH:13]4[CH2:16]2)[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Participants

6

Reactant 5

HCID 241Benzene3×HCID 313Hydrochloric AcidHCID 962WaterHCID 24819Phosphorus pentachlorideHCID 6451240Aluminum(III) Chloride

Product 1

HCID 12565679HCID 12565679, compound

Procedure

3-(3-Phenyl-1-indan)propionic acid (32 g, 0.12 mol) was dried by refluxing in C6H6 (200 ml) with removal of azeotroped H2O. The solution was added to a stirred suspension of PCl5 (29 g, 0.14 mol) in C6H6 (50 ml) and stirred for 1.5 hours. The solution was then added to a cooled, stirred suspension of AlCl3 (29 g) in C6H6 and stirring continued at room temperature for 3 hours. The mixture was poured into ice and HCl and extracted with Et2O. The Et2O was washed (NaHCO3 solution), dried (Na2SO4) and evaporated to give the title compound (25.7 g), m.p. 99° C. (MeOH).

Workup

  1. additionThe solution was then added to a cooled
  2. stirringstirred
  3. stirringstirring
  4. waitcontinued at room temperature for 3 hours
  5. extractionextracted with Et2O
  6. washThe Et2O was washed (NaHCO3 solution)
  7. dry with materialdried (Na2SO4)
  8. customevaporated

Sources & evidence

ORD record
ord-b50457306463499b9692bcc687d53b6e
Source dataset
uspto-grants-1981_01
Patent number
US04246281

Reaction notes

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