Facile 1,2-aryl migration of 2-halomethyl-2-(4'-hydroxyphenyl) ketals: A novel single step synthesis of 4-hydroxyphenylacetic acid and its derivatives

Article abstract of DOI:10.1080/00397919708003348

1,2-Aryl migration of 1-halomethyl-2-(4-hydroxyphenyl) ketals, obtained from 2-bromomethyl 4-hydroxyacetophenone, under mild basic conditions have been shown to give 4-hydroxyphenylacetic acid or its derivatives which are key intermediates in the preparation of Atenolol, a well known cardiac β-blocker.

Full text of DOI:10.1080/00397919708003348

This article was downloaded by: [Eindhoven Technical University]
On: 19 October 2014, At: 07:54
Publisher: Taylor & Francis
Informa Ltd Registered in England and Wales Registered Number: 1072954
Registered office: Mortimer House, 37-41 Mortimer Street, London W1T 3JH,
UK
Synthetic Communications: An
International Journal for Rapid
Communication of Synthetic
Organic Chemistry
Publication details, including instructions for
authors and subscription information:
http://www.tandfonline.com/loi/lsyc20
Facile 1,2-Aryl Migration
of 2-Halomethyl-2-(4′-
Hydroxyphenyl) Ketals: A Novel
Single Step Synthesis of 4-
Hydroxyphenylacetic Acid and
Its Derivatives
Ashok Kumar a b , Ramkrishna A Rane a b
,
Vaikyparambil K. Ravindran a & Suneel Y. Dike a
a ICI India Research & Technology Centre , P.O.Box
155, Thane-Belapur Road, Thane, 400 601,
Maharashtra, India
b Lupin Laboratories , 202, New Industrial Area, No.
2, P.B.No. 4622, Mandideep, 462046, M.P., India
Published online: 22 Aug 2006.
To cite this article: Ashok Kumar , Ramkrishna A Rane , Vaikyparambil K.
Ravindran & Suneel Y. Dike (1997) Facile 1,2-Aryl Migration of 2-Halomethyl-2-(4′-
Hydroxyphenyl) Ketals: A Novel Single Step Synthesis of 4-Hydroxyphenylacetic
Acid and Its Derivatives, Synthetic Communications: An International Journal
for Rapid Communication of Synthetic Organic Chemistry, 27:7, 1133-1141, DOI:
10.1080/00397919708003348
To link to this article: http://dx.doi.org/10.1080/00397919708003348

PLEASE SCROLL DOWN FOR ARTICLE
Taylor & Francis makes every effort to ensure the accuracy of all the
information (the “Content”) contained in the publications on our platform.
However, Taylor & Francis, our agents, and our licensors make no
representations or warranties whatsoever as to the accuracy, completeness,
or suitability for any purpose of the Content. Any opinions and views
expressed in this publication are the opinions and views of the authors, and
are not the views of or endorsed by Taylor & Francis. The accuracy of the
Content should not be relied upon and should be independently verified with
primary sources of information. Taylor and Francis shall not be liable for any
losses, actions, claims, proceedings, demands, costs, expenses, damages,
and other liabilities whatsoever or howsoever caused arising directly or
indirectly in connection with, in relation to or arising out of the use of the
Content.
This article may be used for research, teaching, and private study purposes.
Any substantial or systematic reproduction, redistribution, reselling, loan,
sub-licensing, systematic supply, or distribution in any form to anyone is
expressly forbidden. Terms & Conditions of access and use can be found at
http://www.tandfonline.com/page/terms-and-conditions