Reaktion #1154029

Reaktionsgleichung

Sodium iodide

sodium hydride

2-fluoro-5-bromobenzyl alcohol

5-chloropentyl bromide

→

5-[2-fluoro-5-bromobenzyloxy]pentyl chloride

Lösungsmittel

diethyl ether

N,N-dimethylformamide

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGthe resulting mixture was stirred for two hours at ambient temperature
2. 2
   workup.STIRRINGthe resulting mixture was stirred at ambient temperature for three hours
3. 3
   Waschenwashed seven times with brine
4. 4
   SonstigeThe solvents were removed in vacuo
5. 5
   SonstigeThe title intermediate was further purified by silica gel

Vorschrift

In a 50 ml flask, under a nitrogen atmosphere, 2-fluoro-5-bromobenzyl alcohol (2.139 g, 10.4 mmol) was dissolved in N,N-dimethylformamide (25 ml). To this solution sodium hydride (60%, 625 mg, 15.6 mmol) was added and the resulting mixture was stirred for twenty minutes. To the reaction mixture 5-chloropentyl bromide was added and the resulting mixture was stirred for two hours at ambient temperature. The progress of the reaction was monitored by thin layer chromatography. Sodium iodide (3.127 g, 20.9 mmol) was added and the resulting mixture was stirred at ambient temperature for three hours. The reaction mixture was diluted with diethyl ether and washed seven times with brine. The solvents were removed in vacuo. The title intermediate was further purified by silica gel.

Quelle