1,1-Dibromoethane → HCID 178435747, compound

HRID 335453Notes

Reaction equation

HRID 335453 reaction equation
[Mg:1].[Br:2]C(Br)C.Br[C:7]1[CH:12]=[C:11]([C:13]2[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][CH:14]=2)[CH:10]=[CH:9][C:8]=1[CH2:20][CH3:21]>O1CCCC1>[Cl:19][C:16]1[CH:15]=[CH:14][C:13]([C:11]2[CH:10]=[CH:9][C:8]([CH2:20][CH3:21])=[C:7]([Mg:1][Br:2])[CH:12]=2)=[CH:18][CH:17]=1

Participants

5

Reactant 3

HCID 112011,1-DibromoethaneHCID 5462224MagnesiumHCID 594459053-Bromo-4'-chloro-4-ethylbiphenyl

Product 1

HCID 178435747HCID 178435747, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent3×

Conditions

Temperature
50 °C

Procedure

To a 50 ml volume three-necked flask, magnesium (cutting chip) (296 mg) and anhydrous tetrahydrofuran (6.75 ml) were added under a nitrogen atmosphere. Dibromoethane (95 mg) was added dropwise, and stirred at 50° C. for 30 minutes. To the mixture, 2-bromo-4-(4-chlorophenyl)-1-ethylbenzene (10-c) (3.0 g) dissolved in tetrahydrofuran (6.75 ml) was added dropwise over 10 minutes, stirred for 2.5 hours, and cooled to room temperature to give a solution of 5-(4-chlorophenyl)-2-ethylphenylmagnesium bromide in tetrahydrofuran.

Workup

  1. additionwas added dropwise over 10 minutes
  2. stirringstirred for 2.5 hours
  3. temperaturecooled to room temperature

Sources & evidence

ORD record
ord-089a017bfc564ae6b63f0d88221e729f
Source dataset
uspto-grants-2014_11
Patent number
US08884010B2

Reaction notes

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