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

HRID 1489027Notes

Reaction equation

HRID 1489027 reaction equation
[Br:1]C1CC2C(=CC=CC=2F)C1=O.[Cl:13][C:14]1[CH:22]=[C:21]([Cl:23])[CH:20]=[C:19]2[C:15]=1[CH2:16][CH2:17][C:18]2=[O:24]>[Cu](Br)Br.O1CCOCC1>[Br:1][CH:17]1[CH2:16][C:15]2[C:19](=[CH:20][C:21]([Cl:23])=[CH:22][C:14]=2[Cl:13])[C:18]1=[O:24]

Participants

5

Reactant 2

HCID 98374932-Bromo-2,3-dihydro-4-fluoro-1H-inden-1-oneHCID 122065184,6-Dichloro-1-indanone

Product 1

HCID 122065242-Bromo-4,6-dichloro-1-indanone

Reagents, catalysts & solvents 2

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

Procedure

The 2-bromo-4,6-dichloro-1-indanone is prepared as in Example 14 for the preparation of 2-bromo-4-fluoro-1-indanone but starting with 21.6 g of 4,6-dichloro-1-indanone, 63.56 g of copper bromide and 690 ml of dioxane. 14.5 g of 2-bromo-4,6-dichloro-1-indanone are obtained which melt at 80° C.

Sources & evidence

ORD record
ord-fa248855844946139a2b36b84e6193f0
Source dataset
uspto-grants-1997_10
Patent number
US05677306

Reaction notes

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