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ChemicalBook CAS DataBase List 4-iodopropiophenone
31970-26-0

4-iodopropiophenone synthesis

7synthesis methods
-

Yield:31970-26-0 38%

Reaction Conditions:

with aluminum (III) chloride in carbon disulfide at 5 - 10; for 24 h;Inert atmosphere;

Steps:

3.A

Iodobenzene (10Og, 0.49 mol) was taken in a dry 1 L 3 neck flask equipped with a N2 inlet and to it 200 ml of CS2 was added. The contents were cooled to 0-50C and then AICI3 (80 g, 0.6 moles) and subsequently propionyl chloride (60 g, 0.64 mol) were added while keeping the temperature (internal) at 5-100C. The contents were stirred for 24 hrs.The reaction mixture was poured into a 5 liter plastic beaker containing 1 L of 10% HCI + 1 Kg of crushed ice. The resultant slurry was extracted with 1 L of ethyl acetate. The organic layer was separated and washed with 2x500 ml of water and 500 ml of brine. The organic layer was dried over sodium sulphate and concentrated at 400C to give 4'-iodopropiophenone (48 g, 38%).1H NMR (500 MHz, CDCI3-d) 7.82 (d, 2H), 7.67 (d, J = 8.30 Hz, 2H), 2.96 (q, J = 7.00 Hz, 2H), 1.22 (t, J = 7.32 Hz, 3H)

References:

WO2010/104488,2010,A1 Location in patent:Page/Page column 62