Sodium Chloride → 5-Bromo-1-indanone

HRID 2084550Notes

Reaction equation

HRID 2084550 reaction equation
[Al+3].[Cl-].[Cl-].[Cl-].[Na+].[Cl-].[Br:7][C:8]1[CH:13]=[CH:12][C:11]([C:14](=[O:18])[CH2:15][CH2:16]Cl)=[CH:10][CH:9]=1>C(O)(=O)C>[Br:7][C:8]1[CH:13]=[C:12]2[C:11](=[CH:10][CH:9]=1)[C:14](=[O:18])[CH2:15][CH2:16]2

Participants

5

Reactant 3

HCID 5234Sodium ChlorideHCID 957904'-Bromo-3-chloropropiophenoneHCID 6451240Aluminum(III) Chloride

Product 1

HCID 5206955-Bromo-1-indanone

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
200 °C

Procedure

A mixture of 448 g of AlCl3 (335.98 mmol) and 112 g of NaCl is brought to 180° C. in a reactor. The mixture is stirred whilst introducing the compound obtained in Step A (44.77 g, 180.9 mmol) slowly using a spatula. The temperature is maintained at 180-220° C. The reaction continues for 30 minutes. Hydrolysis over 4.5 kg of ice in the presence of 135 ml of acetic acid yields a dark brown precipitate, which is filtered off, washed with water and dried in vacuo. The title compound is isolated by recrystallisation from methanol.

Workup

  1. customis brought to 180° C. in a reactor
  2. customyields a dark brown precipitate, which
  3. filtrationis filtered off
  4. washwashed with water
  5. customdried in vacuo

Sources & evidence

ORD record
ord-8e9b615c789042bd97f770b2ac3aabe1
Source dataset
uspto-grants-2004_04
Patent number
US06716852B2

Reaction notes

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