1,2-Dibromoethene → HCID 178429024, compound

HRID 382847Notes

Reaction equation

HRID 382847 reaction equation
[Br:1]C=CBr.[Mg:5].[CH3:6][C:7]1([CH2:15][CH2:16]Br)[O:12][CH2:11][C:10]([CH3:14])([CH3:13])[CH2:9][O:8]1>O1CCCC1>[Br:1][Mg:5][CH2:16][CH2:15][C:7]1([CH3:6])[O:8][CH2:9][C:10]([CH3:14])([CH3:13])[CH2:11][O:12]1

Participants

5

Reactant 3

HCID 108971,2-DibromoetheneHCID 27779132-(2-Bromoethyl)-2,5,5-trimethyl-1,3-dioxaneHCID 5462224Magnesium

Product 1

HCID 178429024HCID 178429024, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

In a nitrogen atmosphere, 5 ml of tetrahydrofuran and 0.1 ml of dibromoethylene were added to 3.4 g of metallic magnesium, the mixture was ice-cooled, and 30.0 g of 2,5,5-trimethyl-2-(2-bromoethyl)-1,3-dioxane and 75 ml of tetrahydrofuran were added dropwise to that mixture simultaneously over 1.5 hours. After completion of the dropping, the mixture was stirred for 1 hour with ice cooling and further at room temperature for 30 minutes to give bromo[2-(2,5,5-trimethyl-1,3-dioxan-2-yl)ethyl]magnesium (1.16 mol/l, tetrahydrofuran solution).

Workup

  1. temperaturecooled

Sources & evidence

ORD record
ord-139d83934bc14e81a5ff610a6b8ab1b4
Source dataset
uspto-grants-2001_10
Patent number
US06310225B1

Reaction notes

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