2-Bromo-2,3-dihydro-4-fluoro-1H-inden-1-one → 2-Bromo-6,7-dichloro-1-indanone

HRID 1489025Notes

Reaction equation

HRID 1489025 reaction equation
[Br:1][CH:2]1[CH2:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([Cl:12])[C:8]=2[Cl:11])[C:3]1=O.BrC1CC2C(=CC=CC=2F)C1=[O:25].ClC1C(Cl)=CC=C2C=1CCC2=O>[Cu](Br)Br.O1CCOCC1>[Br:1][CH:2]1[CH2:3][C:4]2[C:9](=[C:8]([Cl:11])[C:7]([Cl:12])=[CH:6][CH:5]=2)[C:10]1=[O:25]

Participants

6

Reactant 3

HCID 98374932-Bromo-2,3-dihydro-4-fluoro-1H-inden-1-oneHCID 229036224,5-dichloro-2,3-dihydro-1H-inden-1-oneHCID 229036282-Bromo-4,5-dichloro-1-indanone

Product 1

HCID 229036022-Bromo-6,7-dichloro-1-indanone

Reagents, catalysts & solvents 2

HCID 24611Copper bromide (CuBr2)CatalystHCID 312751,4-DioxaneSolvent

Procedure

The 2-bromo-4,5-dichloro-1-indanone can be prepared as in Example 14 for the preparation of 2-bromo-4-fluoro-1-indanone but starting with 12.67 g of 4,5-dichloro-1-indanone, 37.3 g of copper bromide and 400 ml of dioxane. 16.79 g of 2-bromo-6,7-dichloro-1-indanone are thus obtained which melt at 131° C.

Sources & evidence

ORD record
ord-35da252a3bbb48d082e25dc7d04b829f
Source dataset
uspto-grants-1997_10
Patent number
US05677306

Reaction notes

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