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

Authors

  • Ardeshir Khazaei Faculty of Chemistry, Bu-Ali Sina University, P.O. Box 651783868, Hamedan, Iran
  • Maedeh Gohari Department of Chemistry, Payame Noor University, 19395-4697 Tehran, I. R. of Iran
  • Mahdieh Chegeni Department of Chemistry, Faculty of Science, Ayatollah ozma Boroujerdi University, Boroujerd, Iran
  • Shahnaz Saednia Young Researchers & Elites Club, Toyserkan Branch, Islamic Azad University, Toyserkan, Iran
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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Journal title

volume 5  issue Issue 3, pp. 237-363

pages  308- 314

publication date 2017-07-01

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