Publication Cover
Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 41, 2011 - Issue 12
224
Views
22
CrossRef citations to date
0
Altmetric
Original Articles

Cellulose Sulfuric Acid: An Efficient Biodegradable and Recyclable Solid Acid Catalyst for the Synthesis of 1-Oxo-hexahydroxanthene

, , , , , & show all
Pages 1719-1724 | Received 20 Jan 2010, Published online: 29 Apr 2011
 

Abstract

A series of 1-oxo-hexahydroxanthene derivatives was synthesized at room temperature in solid state from substituted salicylaldehydes and substituted 1,3-hexanediones in the presence of a catalytic amount of cellulose sulfuric acid. The results showed that the reaction performed under solid-state conditions was benign to the environment, with higher yields and more convenient workup.

ACKNOWLEDGMENT

Financial assistance from the Council of Scientific and Industrial Research (Grant No. 01(2061)/06/EMR-II), New Delhi, is gratefully acknowledged.

Notes

a Yields refer to pure solid products; all products were reported in the literature and were characterized by comparison of their physical and spectral data with those previously reported.

a Mixture of salicylaldehyde (1 mmol), 1,3-hexanedione (2 mmol), and various catalysts such as cellulose sulfuric acid (0.08 g), methane sulfonic acid (0.1 mmol), silica sulfuric acid (0.08 g), and sulfuric acid in acetic acid (0.1 mmol) was used.

b Isolated yield.

a Mixture of salicylaldehyde (1 mmol), 1,3-hexanedione (2 mmol), and cellulose sulfuric acid was used, but we observed variation in catalyst loading: 0.01 g, yield 28%; 0.03 g, yield 51%; 0.05 g, yield 79%; 0.08 g, yield 96%.

b isolated yield.

a Mixture of salicylaldehyde (1 mmol), 1,3-hexanedione (2 mmol), and cellulose sulfuric acid (0.08 g) was ground with a pestle in a mortar.

b Isolated yield.

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.