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  • Silica gel-mediated organic reactions under organic solvent-free conditions.

Silica gel-mediated organic reactions under organic solvent-free conditions.

Molecules (Basel, Switzerland) (2012-09-29)
Satoaki Onitsuka, Yong Zhi Jin, Ajam C Shaikh, Hiroshi Furuno, Junji Inanaga
ABSTRACT

Silica gel was found to be an excellent medium for some useful organic transformations under organic solvent-free conditions, such as (1) the Friedel-Crafts-type nitration of arenes using commercial aqueous 69% nitric acid alone at room temperature, (2) one-pot Wittig-type olefination of aldehydes with activated organic halides in the presence of tributyl- or triphenylphosphine and Hunig's base, and (3) the Morita-Baylis-Hillman reaction of aldehydes with methyl acrylate. After the reactions, the desired products were easily obtained in good to excellent yields through simple manipulation.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Nitric acid, ACS reagent, ≥90.0%
Sigma-Aldrich
Nitric acid, 70%, purified by redistillation, ≥99.999% trace metals basis
Supelco
Nitric acid concentrate, 0.1 M HNO3 in water (0.1N), eluent concentrate for IC
Sigma-Aldrich
Nitric acid, puriss., 64-66%
Sigma-Aldrich
Nitric acid, ACS reagent, 70%
Sigma-Aldrich
Nitric acid, puriss. p.a., reag. ISO, reag. Ph. Eur., ≥65%
Sigma-Aldrich
Nitric acid, puriss. p.a., ≥65% (T)
Sigma-Aldrich
Nitric acid, puriss. p.a., 65.0-67.0%