Magnesium → HCID 123166039, compound

HRID 1489812Notes

Reaction equation

HRID 1489812 reaction equation
FC(F)[CH2:3][CH2:4][CH2:5][CH:6]1[CH2:11][CH2:10][SiH:9](Br)[CH2:8][CH2:7]1.[Mg].Cl[SiH:16]1[CH2:21][CH2:20][CH:19]([C:22]2[CH:27]=[CH:26][C:25]([C:28]([F:31])([F:30])[F:29])=[CH:24][CH:23]=2)[CH2:18][CH2:17]1>C1COCC1>[CH2:5]([CH:6]1[CH2:11][CH2:10][SiH:9]([SiH:16]2[CH2:21][CH2:20][CH:19]([C:22]3[CH:27]=[CH:26][C:25]([C:28]([F:31])([F:30])[F:29])=[CH:24][CH:23]=3)[CH2:18][CH2:17]2)[CH2:8][CH2:7]1)[CH2:4][CH3:3]

Participants

5

Reactant 3

HCID 5462224MagnesiumHCID 123760071HCID 123760071, compoundHCID 131720257HCID 131720257, compound

Product 1

HCID 123166039HCID 123166039, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

5.4 g (9.0 mmol) of 4-(4,4-difluorobutyl) silacyclohexyl bromide was dripped into a mixture of 0.5 g of magnesium (21 mmol) and 50 ml of THF to obtain Grignard's reagent. This solution was then dripped into a 50 ml THF solution of 5.6 g (20 mmol) of 4-(4-chloro-4-silacyclohexyl)-1-trifluoromethylbenzene to obtain 4-(4-(4-n-propylsilacyclohexyl)-4-silacyclohexyl)-1-trifluoromethylbenzene. This product was a mixture of trans isomers and cis isomers with regard to the silacyclohexane ring. They were separated by means of chromatography to obtain 4 g of the trans isomers (yield 85%).

Workup

  1. customto obtain Grignard's reagent

Sources & evidence

ORD record
ord-a2cee24bb6f449d59b4f051286b8a726
Source dataset
uspto-grants-1997_10
Patent number
US05679746

Reaction notes

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