Hydrogen Bromide → 2-Bromo-5-chloro-2,3-dihydro-1H-inden-1-one

HRID 1016553Notes

Reaction equation

HRID 1016553 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[C:7](=[O:11])[CH2:6][CH2:5]2.[Br:12]Br.Br>C(O)(=O)C.O>[Br:12][CH:6]1[CH2:5][C:4]2[C:8](=[CH:9][CH:10]=[C:2]([Cl:1])[CH:3]=2)[C:7]1=[O:11]

Participants

6

Reactant 3

HCID 260Hydrogen BromideHCID 24408BromineHCID 1425995-Chloro-1-indanone

Product 1

HCID 113340692-Bromo-5-chloro-2,3-dihydro-1H-inden-1-one

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent

Procedure

Bromination of 5-chloro-1-indanone in glacial acetic acid with bromine and with addition of catalytic amounts of 48% strength HBr solution in water affords 2-bromo-5-chloro-1-indanone with a melting point of 94-96° C. A little of the corresponding dibromo compound is obtained as byproduct.

Sources & evidence

ORD record
ord-bf01d3f1a60048418d7e14615a57fc98
Source dataset
uspto-grants-2002_11
Patent number
US06476059B1

Reaction notes

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