Réaction #598090

Équation de réaction

4-fluoro-3-methylphenol

Triethylamine

acetyl chloride

→

4-fluoro-3-methylphenyl acetate

Rendement 100.8%

Solvants

methylene chloride

Conditions de réaction

Traitement

1. 1
   AutreThe ice bath was removed
2. 2
   ExtractionThe mixture was then extracted with methylene chloride
3. 3
   Lavagewashed with 0.5 N HCl, saturated sodium bicarbonate and brine
4. 4
   SéchageThe extracts were dried over sodium sulfate
5. 5
   Filtrationfiltered
6. 6
   Autreevaporated

Mode opératoire

A solution of 4-fluoro-3-methylphenol (3.0 g, 23 mmol) and methylene chloride (96 mL) was cooled to 0° C. in an ice bath. Triethylamine (4.9 mL, 35 mmol) was introduced to the solution followed by dropwise addition of acetyl chloride (2.3 mL, 33 mmol). The ice bath was removed and the mixture was stirred for 1 hour. The mixture was then extracted with methylene chloride and washed with 0.5 N HCl, saturated sodium bicarbonate and brine. The extracts were dried over sodium sulfate, filtered and evaporated to give 4-fluoro-3-methylphenyl acetate (3.9 g, quantitative). 1H NMR (400 MHz, CDCl3): δ 7.00 (m, 1H), 6.87 (m, 2H), 2.29 (m, 6H).

Source