1,1-Dibromoethane → HCID 178436339, compound

HRID 335429Notes

Reaction equation

HRID 335429 reaction equation
[Mg:1].[Br:2]C(Br)C.[CH2:6]([C:8]1[CH:13]=[C:12]([CH2:14][CH3:15])[CH:11]=[C:10]([CH2:16][CH3:17])[C:9]=1Br)[CH3:7]>O1CCCC1>[CH2:14]([C:12]1([Mg:1][Br:2])[CH:13]=[C:8]([CH2:6][CH3:7])[CH:9]=[C:10]([CH2:16][CH3:17])[CH2:11]1)[CH3:15]

Participants

5

Reactant 3

HCID 112011,1-DibromoethaneHCID 66664Benzene, 2-bromo-1,3,5-triethyl-HCID 5462224Magnesium

Product 1

HCID 178436339HCID 178436339, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent3×

Conditions

Temperature
30 °C

Procedure

To a 3 L volume four-necked flask, magnesium (cutting chip) (51.4 g) and tetrahydrofuran (anhydrous) (250 ml) were added under a nitrogen atmosphere. After the temperature of the mixture was raised to about 30° C., dibromoethane (17.3 g) was added dropwise. The resulting mixture was stirred for 30 minutes. To the mixture, 1,3,5-triethylbromobenzene (10-b) (443.5 g) dissolved in tetrahydrofuran (250 ml) was added dropwise over 2 hours. The mixture was stirred at 50° C. for 1 hour, and cooled to room temperature to give a solution of 1,3,5-triethylphenylmagnesium bromide in tetrahydrofuran.

Workup

  1. additionwas added dropwise over 2 hours
  2. stirringThe mixture was stirred at 50° C. for 1 hour
  3. temperaturecooled to room temperature

Sources & evidence

ORD record
ord-886a5f180b7c40b5bb9b9ed218ae874e
Source dataset
uspto-grants-2014_11
Patent number
US08884010B2

Reaction notes

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