1-Bromo-7-fluoroheptane → 4-(4-(7-Fluoroheptyl)-4-silacyclohexyl)-1,2-difluorobenzene

HRID 1489807Notes

Reaction equation

HRID 1489807 reaction equation
Br[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][F:9].[Mg].Cl[SiH:12]1[CH2:17][CH2:16][CH:15]([C:18]2[CH:23]=[CH:22][C:21]([F:24])=[C:20]([F:25])[CH:19]=2)[CH2:14][CH2:13]1>C1COCC1>[F:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][SiH:12]1[CH2:13][CH2:14][CH:15]([C:18]2[CH:23]=[CH:22][C:21]([F:24])=[C:20]([F:25])[CH:19]=2)[CH2:16][CH2:17]1

Participants

5

Reactant 3

HCID 30285061-Bromo-7-fluoroheptaneHCID 5462224MagnesiumHCID 1317191281-Chloro-4-(3,4-difluorophenyl)-1-silacyclohexane

Product 1

HCID 547382994-(4-(7-Fluoroheptyl)-4-silacyclohexyl)-1,2-difluorobenzeneYield 93%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

3.0 g (20 mmol) of 1-bromo-7-fluoroheptane was dripped into a mixture of 0.5 g of magnesium (21 mmol) and 50 ml of THF to obtain Grignard's reagent. This reagent was then dripped into a 50 ml THF solution of 4.9 g (20 mmol) of 4-(4-chloro-4-silacyclohexyl) -1.2-difluorobenzene to obtain 4-(4-(7-fluoroheptyl)-4-silacyclohexyl)-1,2-difluorobenzene.

Workup

  1. customto obtain Grignard's reagent

Sources & evidence

ORD record
ord-c4a58bd1352b41e39f025affb0797ed7
Source dataset
uspto-grants-1997_10
Patent number
US05679746

Reaction notes

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