ChemicalBook CAS DataBase List 3-(TRIFLUOROMETHYL)PHENACYL BROMIDE

3-(TRIFLUOROMETHYL)PHENACYL BROMIDE synthesis

5synthesis methods

Product Name:3-(TRIFLUOROMETHYL)PHENACYL BROMIDE
CAS Number:2003-10-3
Molecular formula:C9H6BrF3O
Molecular Weight:267.04

349-76-8

2003-10-3

The general procedure for the synthesis of 2-bromo-1-(3-(trifluoromethyl)phenyl)ethanone from 3-(trifluoromethyl)acetophenone was as follows: to a toluene solution (423 mL) of 3-(trifluoromethyl)acetophenone (79.6 g, 0.423 mol) was slowly added pyridinium perbromide (135.4 g, 0.423 mol) under ice-bath cooling conditions. The reaction mixture was stirred for 5 hours, during which time it was allowed to warm up naturally to room temperature. Upon completion of the reaction, the reaction solution was again cooled in an ice bath, followed by slow dropwise addition of distilled water (400 mL) to quench the reaction. Next, the toluene layer was washed with saturated aqueous sodium bicarbonate (400 mL), followed by drying the organic phase with anhydrous magnesium sulfate. The dried organic phase was concentrated under reduced pressure and then purified by reduced pressure distillation to afford the target product 2-bromo-1-(3-(trifluoromethyl)phenyl)ethanone (92.35 g, 81.7% yield). The product was characterized by 1H-NMR (200 MHz, TMS, CDCl3): δ 4.46 (2H, s), 7.66 (1H, brt, J = 7.9 Hz), 7.88 (1H, brd, J = 7.6 Hz), 8.19 (1H, brd, J = 5.5 Hz), 8.25 (1H, brs). The boiling point was 92°C/3 mmHg.

454-89-7 Synthesis

454-89-7
401 suppliers
$14.00/25g

2003-10-3
115 suppliers
$16.00/250 mg

Yield:-

Steps:

Multi-step reaction with 3 steps
1: methanol / N,N-dimethyl-formamide / -15 °C
2: pyridinium chlorochromate / dichloromethane / Reflux
3: hydrogen bromide; water / tetrahydrofuran / 120 °C

References:

Cheng, Zhao;Guo, Hongmei;Huang, Guozheng;Rexit, Abulikemu Abudu;Wang, Hui;Zheng, Meng-Xia [European Journal of Organic Chemistry,2020,vol. 2020,# 41,p. 6455 - 6458]

349-76-8 Synthesis

349-76-8
384 suppliers
$10.00/1g

2003-10-3
115 suppliers
$16.00/250 mg

References

349-76-8 Synthesis

349-76-8
384 suppliers
$10.00/1g