BULLETIN OF THE
Article Cross-Coupling Reaction with 1,2-Difunctionalized Ethanes Leading to Phenols KOREAN CHEMICAL SOCIETY
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After flushing with argon, the mixture was stirred in a pre-
heated oil bath at 100 ꢀC for 24 h. After cooled to ambient tem-
perature, the reaction mixture was distributed in aqueous HCl
(5%) and ethyl acetate. The organic layer was washed with
water and brine, dried over anhydrous MgSO4, and concen-
trated under vacuum. The crude product was further purified
by column chromatography (EtOAc/n-Hexane) to provide
the phenols.
p-Cresol (3a) [CAS 106-44-5] Using the general procedure
Aand B, 3a was obtained as a colorless liquid in93% (101 mg)
1
and 92% (100 mg) yield, respectively. H NMR (500 MHz,
CDCl3) δ 7.03 (d, J = 7.9 Hz, 2H), 6.73 (d, J = 8.4 Hz, 2H),
5.34 (s, 1H), 2.27 (s, 3H); 13C NMR (125 MHz, CDCl3) δ
153.25, 130.06, 129.91, 115.11, 20.46; MS (EI) m/z
= 108 (M+).
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Acknowledgments. This work was supported by Sungshin
Women’s University Research Grants of 2013.
SupportingInformation. Additionalsupportinginformation
is available in the online version of this article
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Bull. Korean Chem. Soc. 2015, Vol. 36, 2833–2840
© 2015 Korean Chemical Society, Seoul & Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim