2,7-Dibromo-9,9,10,10-tetrafluoro-9,10-dihydrophenanthrene → 9,9,10,10-Tetrafluoro-2-bromo-7-octyl-9,10-dihydrophenanthrene

HRID 1419648Notes

Reaction equation

HRID 1419648 reaction equation
[F:1][C:2]1([F:20])[C:15]([F:17])([F:16])[C:14]2[CH:13]=[C:12](Br)[CH:11]=[CH:10][C:9]=2[C:8]2[C:3]1=[CH:4][C:5]([Br:19])=[CH:6][CH:7]=2.[CH2:21]([Mg]Br)[CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28]>>[F:17][C:15]1([F:16])[C:2]([F:20])([F:1])[C:3]2[CH:4]=[C:5]([Br:19])[CH:6]=[CH:7][C:8]=2[C:9]2[C:14]1=[CH:13][C:12]([CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28])=[CH:11][CH:10]=2

Participants

3

Reactant 2

HCID 153898342,7-Dibromo-9,9,10,10-tetrafluoro-9,10-dihydrophenanthreneHCID 178443577HCID 178443577, compound

Product 1

HCID 536751559,9,10,10-Tetrafluoro-2-bromo-7-octyl-9,10-dihydrophenanthreneYield 54.1%

Procedure

In analogy to Example 1, from 4.1 g of 9,9,10,10-tetrafluoro-2,7-dibromo-phenanthrene and 10 mmol of octylmagnesium bromide. The catalyst used is 0.2 mmol of 1,3-bis(diphenylphosphine)butanenickel(ll) chloride. Chromatography gives 2.4 g of 9,9,10,10-tetrafluoro-2-bromo-7-octyl-9,10-dihydrophenanthrene.

Sources & evidence

ORD record
ord-7fbdfc008a4f4cdfaae6f242d2441990
Source dataset
uspto-grants-1999_03
Patent number
US05888422

Reaction notes

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