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ChemicalBook CAS DataBase List Dibenzo-18-crown-6
14187-32-7

Dibenzo-18-crown-6 synthesis

6synthesis methods
Dibenzo-18-crown-6 is an important crown ether compound and an important intermediate raw material for the synthesis of crown ether derivatives. It can be synthesized from dibenzo-18-crown-6 through nitration and reduction reactions. 
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Yield:14187-32-7 79%

Reaction Conditions:

with potassium hydroxide in dimethyl sulfoxide for 0.0833333 h;Microwave irradiation;

Steps:

General Procedure 2: MAOS of DBCs
General procedure: One-pot MAOS of symmetric crown ethers (1-3) areshown in (Scheme 1) whereas two-step MW methods areshown in (Scheme 2). In the two-step MW syntheses, theprepared intermediates A and B described in (Scheme 3)were used as precursors.Symmetric DBCEs (1-3) can be prepared via single stepMAOS, which involved the reaction of catechol with alkyldihalides (i.e. dibromopropane, bis(2-chloroethyl)ether, etc.)at an appropriate molar ratio in the presence of a base inDMSO. For example, DBCEs 1-3 were prepared by reacting10 mmol of catechol and 10 mmol of dibromopropane or bis(2-chloroethyl)ether with 20 mmol of a base in 2 mL DMSO.The reactant was vortex-mixed prior to MW irradiation.

References:

Torrejos, Rey Eliseo C.;Nisola, Grace M.;Beltran, Arnel B.;Park, Myoung Jun;Patil, Basavaraj R.;Lee, Seong-Poong;Seo, Jeong Gil;Chung, Wook-Jin [Letters in Organic Chemistry,2014,vol. 11,# 2,p. 109 - 115]

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