Benzoic acid, 3,5-dibromo- → 1-(3,5-Dibromophenyl)ethanone

HRID 2092489

Reaction equation

HRID 2092489 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH:8]=[C:9]([Br:11])[CH:10]=1)[C:5]([OH:7])=O.[CH3:12][Li]>CCOCC>[Br:11][C:9]1[CH:8]=[C:4]([C:5](=[O:7])[CH3:12])[CH:3]=[C:2]([Br:1])[CH:10]=1

Participants

4

Reactant 2

HCID 12063Benzoic acid, 3,5-dibromo-HCID 178418348HCID 178418348, compound

Product 1

HCID 6218251-(3,5-Dibromophenyl)ethanone

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To a solution of 3,5-dibromobenzoic acid (2.5 g, 8.9 mmol) in Et2O (30 mL) at 0° C. was added methyl lithium (1.6M in diethyl ether; 12.3 mL, 19.6 mmol) was added dropwise. The reaction was warmed to room temperature and stirred for 2 hours. Acidic work-up, followed by silica gel chromatography, gave 1-(3,5-dibromo-phenyl)-ethanone.

Workup

  1. additionwas added dropwise

Sources & evidence

ORD record
ord-fffc4f752e7c47718bb1a72eaefedc93
Source dataset
uspto-grants-2013_05
Patent number
US08440707B2

Linked notes

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