Hydrochloric Acid → HCID 11019906, compound

HRID 46633Notes

Reaction equation

HRID 46633 reaction equation
[ClH:1].[Cl:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[C:8](=[O:12])[CH2:7][CH2:6]2.ClCl>C(O)(=O)C>[Cl:1][CH:7]1[CH2:6][C:5]2[C:9](=[CH:10][CH:11]=[C:3]([Cl:2])[CH:4]=2)[C:8]1=[O:12]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 24526ChlorineHCID 1425995-Chloro-1-indanone

Product 1

HCID 11019906HCID 11019906, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Hydrogen chloride gas is passed into a solution of 10.11 g (60 mmoles) of 5-chloro-1-indanone in 50 ml of glacial acetic acid at 10°-15° C. for 30 minutes. 4.25 g (60 mmoles) of condensed chlorine are then allowed to flow slowly into the solution at 10° C. and the mixture is allowed to come gradually to room temperature and is subsequently stirred for 3 hours. After standing overnight, the solution is poured onto ice, the oil which separates out is extracted with acetic acid ethyl ester and the solvent is distilled off under reduced pressure. The oil which remains crystallizes on standing. The product can be recrystallized from petroleum ether and then melts at 63°-66° C.

Workup

  1. customto flow slowly into the solution at 10° C.
  2. customto come gradually to room temperature
  3. waitAfter standing overnight
  4. additionthe solution is poured onto ice
  5. extractionthe oil which separates out is extracted with acetic acid ethyl ester
  6. distillationthe solvent is distilled off under reduced pressure
  7. customThe oil which remains crystallizes on standing
  8. customThe product can be recrystallized from petroleum ether

Sources & evidence

ORD record
ord-bed636328b5147e69634a4632a778cba
Source dataset
uspto-grants-1979_11
Patent number
US04174397

Reaction notes

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