Question

Ethanal on reaction with 10%NaoH followed by heat gives X
Cyclopropene on reaction with KMnO4 and EtOH gives. Y
X+Y ------> in presence of EtONa gives ?

Answer 1

Answer:

uestions (25)

Publications (53,355)

Questions related to Quinolines

Selvakumari Ulagesan

asked a question related to Quinolines

Can anyone suggest a method for quinoline isolation from plant extract?

Question

4 answers

Apr 24, 2016

quinoline extraction

Relevant answer

Samuel Rai

Apr 24, 2020

Answer

Is there a better method of quinine extraction which gives more recovery (yield)? The solvent used for commercial extraction are (1) solar oil and (2) tauline. Is there any other solvent which is easily available and yield more quinine from Cinchona Bark?

View

0 Recommendations

Ayman Mohamed Ibrahim

asked a question related to Quinolines

How can i do Vilsemier-Haack reaction for Quinoline Synthesis?

Question

5 answers

Mar 20, 2020

I am trying to synthesis 2-chloro-3-formylquinoline using vilsemier-Haack reaction. However, the harsh conditions and low yield are barriers for me. After search i found your scientific article "An Efficient and Facile Synthesis of 2-Chloro-3-formyl Quinolines from Acetanilides in Micellar Media by Vilsmeier-Haack Cyclisation".

Reference: Ali, M.M.; Rajanna, K.C.; Prakash, P.K.S. An Efficient and Facile Synthesis of 2-Chloro-3-formyl Quinolines from Acetanilides in Micellar Media by Vilsmeier-Haack Cyclisation. Synlett 2001, 2, 251–253

Procedure:

A typical procedure is as follows. A Vilsmeier Haack adduct prepared from POCl3 (9.3 ml, 10 mmol) and DMF (7.7 ml, 10 mmol) at -5 °C was slowly added to a solution of 4-Bracetanilide (1j) (1.070 gr, 5 mmole) in acetonitrile containing a solution of CTAB (1ml of 0.05 mol) in acetonitrile and refluxed for 45 min. After completion of reaction, as indicated by TLC, the acetonitrile was evaporated and the reaction mixture was dissolved in CH2Cl2 and quenched with sodium thiosulphate solution. The organic layer was separated, dried over Na2SO4 and evaporated under vacuum, purified with column chroma-tography using ethylacetate:hexane (3:7) as eluent to get the pure product 6-bromo-2-chloro-3-formyl quinoline (2j) in 90% yield:

Can Anyone used this procedure to inform me the typical procedure. what is the concentration of sodium thiosulphate solution and the amount used? What is the equivalent moles of Acetanilide:DMF:POCL3:CTAB ?