2-(4-METHOXY-PHENYL)-QUINOLINE-4-CARBOXYLIC ACID synthesis
- Product Name:2-(4-METHOXY-PHENYL)-QUINOLINE-4-CARBOXYLIC ACID
- CAS Number:4364-02-7
- Molecular formula:C17H13NO3
- Molecular Weight:279.29
Yield:4364-02-7 92%
Reaction Conditions:
Stage #1:indole-2,3-dione;1-(4-methoxyphenyl)ethanone with potassium hydroxide in ethanol;water at 80; for 20 h;Inert atmosphere;
Stage #2: with hydrogenchloride in water; pH=1Cooling with ice;
Steps:
1
1 H-lndole-2,3-dione (isatin; 4.000 g, 27.1864 mmol), 1-(3,4-dichloro- phenyl)-ethanone (4.695 g, 31.2644 mmol) and aqueous potassium hydroxide solution (85%; 81.5592 mmol) are dissolved in ethanol (99%; 30 ml) and the mixture is stirred at 800C for 20 hrs under a nitrogen atmosphere. The resulting reaction mixture is evaporated, the residue is dissolved in water (30 ml) and the solution is washed with diethylether (2 x 20 ml). The aqueous phase is ice cooled, acidified to pH 1 with 37% HCI (-12 ml), and the red solid precipitated is filtered, washed with water and dried overnight (-7.6 g). This crude residue is purified by crystallization form diethylether and hexane (7.000, -92% yield).
References:
NEUROSEARCH A/S;NARDI, Antonio;CHRISTENSEN, Jeppe, Kejser;PETERS, Dan;DYHRING, Tino WO2010/20672, 2010, A1 Location in patent:Page/Page column 15
123-11-5
878 suppliers
$10.00/10g
127-17-3
555 suppliers
$5.00/10g
62-53-3
679 suppliers
$10.00/1g
4364-02-7
50 suppliers
$15.00/5mg
91-56-5
472 suppliers
$5.00/25g
98-86-2
793 suppliers
$9.00/5g
100-06-1
608 suppliers
$18.19/25g
4364-02-7
50 suppliers
$15.00/5mg
62-53-3
679 suppliers
$10.00/1g
4364-02-7
50 suppliers
$15.00/5mg