The regioselecttve 4-benzylation of 2,4-dihydroxybenzaldehyde

Article abstract of DOI:10.1080/00397919608003653

A regioselective mono-benzylation of the 4-hydroxyl group of 2,4-dihydroxybenzaldehyde (2) to produce 1 under extremely mild basic conditions (NaHCO₃ or KF) has been developed. This approach gives improved regioselectivity relative to earlier methods.

Full text of DOI:10.1080/00397919608003653

This article was downloaded by: [The University Of Melbourne Libraries]
On: 21 March 2013, At: 07:27
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
The Regioselective 4-
Benzylation of 2,4-
Dihydroxybenzaldehyde
Wilford L. Mendelson a , Monica Holmes a & Jack
Dougherty b
a Synthetic Chemistry Department, SmithKline
Beecham Pharmaceuticals, Post Office Box
1539, King of Prussia, PA, 19406–0939
b Analytical Chemistry Department, SmithKline
Beecham Pharmaceuticals, Post Office Box
1539, King of Prussia, PA, 19406–0939
Version of record first published: 21 Aug 2006.
To cite this article: Wilford L. Mendelson , Monica Holmes & Jack Dougherty
(1996): The Regioselective 4-Benzylation of 2,4-Dihydroxybenzaldehyde,
Synthetic Communications: An International Journal for Rapid Communication of
Synthetic Organic Chemistry, 26:3, 593-601
To link to this article: http://dx.doi.org/10.1080/00397919608003653
PLEASE SCROLL DOWN FOR ARTICLE
Full terms and conditions of use: http://www.tandfonline.com/page/
terms-and-conditions
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.
The publisher does not give any warranty express or implied or make
any representation that the contents will be complete or accurate or
up to date. The accuracy of any instructions, formulae, and drug doses
should be independently verified with primary sources. The publisher
shall not be liable for any loss, actions, claims, proceedings, demand, or
costs or damages whatsoever or howsoever caused arising directly or
indirectly in connection with or arising out of the use of this material.