Magnesium → HCID 178445578, compound

HRID 1901416Notes

Reaction equation

HRID 1901416 reaction equation
Cl[CH2:2][CH2:3][C@H:4]1[CH2:9][CH2:8][Si@H:7]([CH2:10][CH2:11][CH:12]=[CH:13][CH2:14][CH3:15])[CH2:6][CH2:5]1.[Mg].BrC1C=CC([C:24]2[C:25]([C:30]3[CH:35]=[CH:34][C:33]([F:36])=[C:32]([F:37])[CH:31]=3)=[CH:26][CH:27]=[CH:28][CH:29]=2)=CC=1>[Pd].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1COCC1>[CH2:10]([Si@H:7]1[CH2:8][CH2:9][C@H:4]([CH2:3][CH2:2][C:24]2[CH:25]=[CH:26][C:27]([C:28]3[CH:29]=[CH:24][C:25]([C:30]4[CH:35]=[CH:34][C:33]([F:36])=[C:32]([F:37])[CH:31]=4)=[CH:26][CH:27]=3)=[CH:28][CH:29]=2)[CH2:5][CH2:6]1)[CH2:11][CH:12]=[CH:13][CH2:14][CH3:15]

Participants

6

Reactant 3

HCID 5462224MagnesiumHCID 131719725HCID 131719725, compoundHCID 178445579HCID 178445579, compound

Product 1

HCID 178445578HCID 178445578, compoundYield 166.9%

Reagents, catalysts & solvents 2

HCID 11979704Tetrakis(triphenylphosphine)palladiumCatalystHCID 8028TetrahydrofuranSolvent2×

Procedure

24.5 g (100 mmol) of trans-1-(2-chloroethyl)-4-(3-hexenyl)-4-silacyclohexane was dripped into a mixture of 2.4 g of magnesium (100 mmol) and 60 ml of THF to obtain a Grignard's reagent. This solution was then dripped into a 300 ml THF solution of 34.5 g of 4-bromo-3",4"-difluoroterphenyl and a catalytic amount of tetrakis (triphenylphosphine) palladium (0). After a conventional after treatment, the reaction mixture thus obtained was purified by means of chromatography to obtain 39.6 g (yield 87%) of the target product.

Workup

  1. customto obtain a Grignard's reagent
  2. customAfter a conventional after treatment, the reaction mixture thus obtained
  3. customwas purified by means of chromatography

Sources & evidence

ORD record
ord-f560257f934a4776b81002430a16b207
Source dataset
uspto-grants-1996_11
Patent number
US05578244

Reaction notes

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