ChemicalBook CAS DataBase List 3-Chloropropiophenone

3-Chloropropiophenone synthesis

10synthesis methods

Product Name:3-Chloropropiophenone
CAS Number:936-59-4
Molecular formula:C9H9ClO
Molecular Weight:168.62

Adding 3' -chlorobenzene acetone and levorotatory prolinol into 95% ethanol and stirring; cooling after the reaction liquid is wholly dissolved; adding potassium borohydride into the reaction solution in batches, and preserving heat after adding; heating the reaction solution for reflux reaction, and concentrating the reaction solution under reduced pressure; adding n-hexane into the reaction solution, heating, and adding active carbon for heat preservation and decoloration; filtering the reaction solution, leaching a filter cake by using normal hexane, and collecting filtrate; crystallizing and filtering the filtrate, leaching the filter cake once with n-hexane, and drying in vacuum to obtain 3-Chloropropiophenone.

625-36-5 Synthesis

625-36-5
377 suppliers
$45.00/5g

71-43-2
713 suppliers
$11.19/25ML

936-59-4
444 suppliers
$8.00/5g

Yield:936-59-4 100%

Reaction Conditions:

with aluminum (III) chloride in dichloromethane at 0 - 20;Inert atmosphere;

Steps:

31 Example 31 :3-Chloro-1 -phenylpropane-1 -one (50).

3-Chloropropionyl chloride (0.151 g; 1.19 mmol) followed by anhydrous benzene (0.084 g; 1.08 mmol) were added in a dropwise fashion to a solution of aluminum trichloride(0.173 g; 1.30 mmol) dissolved in anhydrous CH₂CI₂ (1 ml_), under N₂ atmosphere at 0°C. The reaction mixture was allowed to warm to room temperature and left overnight.The reaction mixture was then cooled to 0°C and quenched by lumps of ice. The aqueous phase was extracted with CH₂CI₂ and the combined organic phases were dried over MgS0₄, filtered and concentrated. The product was purified by column chromatography (pentane) and isolated as yellow crystals in quantitative yield (0.200 g;1.19 mmol).R_f (pentane) 0.31. Mp (uncorr.): 45.9-48.7°C. ¹H-NMR (400 MHz, CDCI₃) δ_Η 8.00-7.93 (m, 2H), 7.64-7.55 (m, 1 H), 7.53-7.44 (m, 2H), 3.93 (t, 2H, J 6.8 Hz), 3.46 (t, 2H, J 6.8 Hz). ¹³C-NMR (100 MHz, CDCI₃) 5_C 196.8, 136.5, 133.7, 128.9, 128.2, 41.4, 38.8. The NMR data are in accordance with those previously reported (Moriyama, K.;Takemura, M.; Togo, H. Org. Lett. 2012, 14, 2414-2417).