Benzonitrile, 4-bromo- → HCID 178509967, compound

HRID 2204308Notes

Reaction equation

HRID 2204308 reaction equation
[CH:1]([Mg:4][Cl:5])([CH3:3])[CH3:2].[Li+].[Cl-].BrC1C=[CH:15][C:12]([C:13]#[N:14])=[CH:11]C=1>C1COCC1>[C:13]([C:12]1[CH:15]=[CH:3][C:1]([Mg:4][Cl:5])=[CH:2][CH:11]=1)#[N:14]

Participants

5

Reactant 3

HCID 12162Benzonitrile, 4-bromo-HCID 433294Lithium ChlorideHCID 178418918HCID 178418918, compound

Product 1

HCID 178509967HCID 178509967, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

A 1.3 M solution of isopropylmagnesium chloride.LiCl in THF [807329-97-1] (19.78 mmol) was added dropwise at 0° C. to a solution of 4-bromobenzonitrile [623-00-7] (16.48 mmol) in THF (8.5 mL) and the mixture was stirred between 0° C. and 5° C. for 2 h. The product was used without further purification. tR: 4.25 min (sample in MeOH) (HPLC 4).

Workup

  1. customThe product was used without further purification

Sources & evidence

ORD record
ord-6611910645914b0bbe9ad47fa6af14c6
Source dataset
uspto-grants-2016_06
Patent number
US09365576B2

Reaction notes

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