ChemicalBook CAS DataBase List 2-5-dimethoxybutyrophenone

2-5-dimethoxybutyrophenone synthesis

4synthesis methods

Product Name:2-5-dimethoxybutyrophenone
CAS Number:54419-64-6
Molecular formula:C12H16O3
Molecular Weight:208.25

5312-97-0
121 suppliers
$25.00/1g

2234-82-4
99 suppliers
$67.50/100ml

54419-64-6
20 suppliers
$368.00/1g

Yield:54419-64-6 57%

Reaction Conditions:

Stage #1: 2,5-dimethoxybenzonitrile;1-propylmagnesium chloride in diethyl ether at 40; for 2 h;
Stage #2: with hydrogenchloride;water in diethyl ether at 23; for 16 h;

Steps:

42 Intermediate 42a)

To solution of 2,5-dimethoxybenzonitrile (1.5 g) in dry Et₂O (7 mL) was added propyl magnesium chloride (2 M in Et₂O, 9.2 mL) and the resulting mixture was heated to 40° C. for 2 h. The mixture was chilled and 4 M HCl (9 mL) was carefully added and it was stirred at ambient temperature for 16 h. The mixture was extracted with EtOAc, the combined organic layers were washed with water, were dried and the volatiles were removed under reduced pressure. The residue was purified by column chromatography (Interchim cartridge 15SiHP/120 g, Cy/EtOAc) to yield the desired compound (57% yield). [0569] LC-MS (Method 1): m/z [M+H]⁺=209.3 (MW calc.=208.25); R_t=3.5 min

References:

US2014/194452,2014,A1 Location in patent:Paragraph 0567-0569