1,1-Dibromoethane → HCID 178497629, compound

HRID 50146

Reaction equation

HRID 50146 reaction equation
[Zn:1].[Br:2]C(Br)C.[CH3:6][O:7][C:8](=[O:17])[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[CH2:15]Br>C1COCC1>[Br-:2].[C:8]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[CH2:15][Zn+:1])([O:7][CH3:6])=[O:17]

Participants

5

Reactant 3

HCID 112011,1-DibromoethaneHCID 23994ZincHCID 2734813Methyl 2-(bromomethyl)benzoate

Product 1

HCID 178497629HCID 178497629, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Conditions

Temperature
60 °C

Procedure

Under atmosphere of argon, to a solution of zinc powder (1.89 g) in anhydrous THF (15 ml) was added dibromoethane (116 ul) and the mixture was stirred for five minutes at 60° C. To the reaction mixture was added a solution of 2-bromomethylbenzoic acid methyl ester (4.42 g) in anhydrous THF (15 ml) over a period of 30 minutes at 0° C. and the mixture was stirred for 2 hours at the temperature to give a 2-carbomethoxybenzylzinc (II) bromide (benzyl zinc) solution.

Workup

  1. stirringthe mixture was stirred for 2 hours at the temperature

Sources & evidence

ORD record
ord-3d85f2e4c29643f2af3cd20c5f177c58
Source dataset
uspto-grants-2004_03
Patent number
US06710205B2

Linked notes

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