ChemicalBook CAS DataBase List 1,4-DIBROMO-2,3-BIS(BROMOMETHYL)-2-BUTENE

1,4-DIBROMO-2,3-BIS(BROMOMETHYL)-2-BUTENE synthesis

9synthesis methods

Product Name:1,4-DIBROMO-2,3-BIS(BROMOMETHYL)-2-BUTENE
CAS Number:30432-16-7
Molecular formula:C6H8Br4
Molecular Weight:399.74

563-79-1 Synthesis

563-79-1
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1,4-DIBROMO-2,3-BIS(BROMOMETHYL)-2-BUTENE

30432-16-7
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$17.00/250mg

Yield: 44%

Reaction Conditions:

with hydrogen bromide;bromine in dichloromethane;water at 10 - 45; for 48 h;Inert atmosphere;Large scale;

Steps:

1.1 Step 1. l,4-dibromo-2,3-bis(bromomethyl)but-2-ene
To a solution of 2,3-dimethylbut-2-ene (1000 g, 11.9 mol) in DCM (1000 mL) in 4 L 4- necked round bottom flask was added aqueous hydrobromide solution (150 mL, 48percent). This was followed by the slow addition of bromine (3.71 L, 62.0 mol) with stirring at 10-15 °C. The resulting mixture was stirred for 2 days at 45 °C in an oil bath. After cooling to room temperature, the reaction mixture was carefully poured into saturated sodium hydrogen sulfite solution (10 L). The precipitation was collected by filtration and dried in oven to afford l,4-dibromo-2,3-bis(bromomethyl)but-2-ene as a light yellow solid (3000 g, 44percent). GCMS: (El, m/z): 398, 400, 402 [M]⁺.

References:

FORMA THERAPEUTICS, INC.;FOLLOWS, Bruce;TALBOT, Adam, Charles;MENTE, Scot;RUPPEL, Sabine;SHELEKHIN, Tatiana;KAYSER-BRICKER, Katherine, J. WO2020/139916, 2020, A1 Location in patent:Paragraph 0073-0074; 0212