1,3-Dichloro-5,5-dimethyl hydantoin and Poly N,N′-dibromo-N-ethyl naphthyl-2,7-disulfonamide as efficient catalysts for the methoxymethylation of alcohols under solvent-free conditions
Journal: Iranian Chemical Communication (Vol.5, No. 3)Publication Date: 2017-10-01
Authors : Abbas Amini Manesh; Ardeshir Khazaei; Maedeh Gohari; Mahdieh Chegeni; Shahnaz Saednia;
Page : 308-314
Keywords : Methoxymethylation; alcohols; DCDMH; PBNS; solvent-free conditions;
Abstract
Methoxymethylation of a variety of alcohols was performed using formaldehyde dimethyl acetal in the presence of 1,3-dichloro-5,5-dimethyl hydantoin [DCDMH] and Poly N,N′-dibromo-N-ethyl naphthyl-2,7-disulfonamide [PBNS] as catalysts at room temperature and under solvent-free conditions. Our experiments show that primary and secondary alcohols can be smoothly converted into the corresponding MOM-ethers in excellent yields. The methoxymethyl ethers (MOM-ethers) were obtained with good to excellent yields. 1,3-Dichloro-5,5-dimethyl hydantoin [DCDMH] and Poly N,N′-dibromo-N-ethyl naphthyl-2,7-disulfonamide [PBNS] effectively catalyzed the methoxymethylation of alcohols with dimethoxymethane at ambient temperature. The notable advantages of this method are mild reaction conditions, high yields, cheapness, safety and eco-friendliness, and recyclability of the catalysts.
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