Magnesium → HCID 178495608, compound

HRID 1901417Notes

Reaction equation

HRID 1901417 reaction equation
[CH3:1][O:2][CH2:3][CH2:4][CH2:5][Si@H:6]1[CH2:11][CH2:10][C@H:9]([CH2:12][CH2:13][C:14]2[CH:19]=[CH:18][C:17](Br)=[CH:16][CH:15]=2)[CH2:8][CH2:7]1.[Mg].Cl[C:23]1[CH:28]=[CH:27][C:26]([C:29]2[CH:34]=[CH:33][C:32]([F:35])=[C:31]([F:36])[CH:30]=2)=[CH:25][CH:24]=1>[Ni](Cl)Cl.C1(PCCCPC2C=CC=CC=2)C=CC=CC=1.C1(PCCCPC2C=CC=CC=2)C=CC=CC=1.C1COCC1>[CH3:1][O:2][CH2:3][CH2:4][CH2:5][Si@H:6]1[CH2:11][CH2:10][C@H:9]([CH2:12][CH2:13][C:14]2[CH:19]=[CH:18][C:17]([C:23]3[CH:24]=[CH:25][C:26]([C:29]4[CH:34]=[CH:33][C:32]([F:35])=[C:31]([F:36])[CH:30]=4)=[CH:27][CH:28]=3)=[CH:16][CH:15]=2)[CH2:8][CH2:7]1

Participants

6

Reactant 3

HCID 5462224MagnesiumHCID 233674524-Chloro-3',4'-difluorobiphenylHCID 178495607HCID 178495607, compound

Product 1

HCID 178495608HCID 178495608, compoundYield 81%

Reagents, catalysts & solvents 2

HCID 86746449bis (1,3-diphenylphosphinopropane) nickel (II) chlorideCatalystHCID 8028TetrahydrofuranSolvent2×

Procedure

35.5 g (100 mmol) of 4-(2-(trans-(4-(3-methoxypropyl)-4-silacyclohexyl))ethyl)phenyl bromide 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-chloro-3',4'-difluorobiphenyl and a catalytic amount of bis (1,3-diphenylphosphinopropane) nickel (II) chloride. After a conventional after treatment, the reaction mixture thus obtained was purified by means of chromatography to obtain 36.3 g (yield 81%) 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-9740f3d2eda044bab427e001f790e42a
Source dataset
uspto-grants-1996_11
Patent number
US05578244

Reaction notes

Loading…