Direct formation of 4-alkoxy derivatives from 2,5-dimethyl-4-hydroxy-3(2H)-furanone and aliphatic alcohols

Journal of Agricultural and Food Chemistry

Volumn 44, Issue 6, 1996, Pages 1512-1514

  Buttery, Ron G ^a   Ling, Louisa C ^a  

^a WESTERN REGIONAL RESEARCH CENTER   (United States)

Author keywords

2,5 Dimethyl 4 hydroxy 3(2h) furanone; Alkoxy derivatives; Odor thresholds; Synthesis

Indexed keywords

EID: 2842556094     PISSN: 00218561     EISSN: None     Source Type: Journal    
DOI: 10.1021/jf950451g     Document Type: Article

References (12)

1. Buttery, R. G.; Takeoka, G. R.; Ling, L. C. Furaneol: odor threshold and importance to tomato aroma. J. Agric. Food Chem. 1995, 43, 1638-1640.
2. Honkanen, E.; Pyysalo, T.; Hirvi, T. The aroma of finnish wild raspberries. Z. Lebensm. Unters. Forsch. 1980, 171, 180-182.
3. Ito, O.; Sakakibara, H.; Yajima, I.; Hayashi, K. The changes in the volatile components of strawberries with maturation. In Flavor Science and Technology; Bressiere, Y., Thomas, A. F., Eds.; Wiley: Chichester, England, 1990; pp 69-72.
4. Kalio, H. Identification of vacuum steam-distillable aroma compounds in the press juice of arctic bramble. J. Food Sci. 1976, 41, 555-562.
5. Krammer, G. E.; Takeoka, G. R.; Buttery, R. G. Isolation and identification of 2,5-dimethyl-4-hydroxy-3(2H)-furanone glycoside from tomatoes. J. Agric. Food Chem. 1994, 42, 1595-1597.
6. Pyysalo, T.; Suihko, M.; Honkanen, E. Odour thresholds of the major volatiles identified in cloudberry and arctic bramble. Lebensm. Wiss. Technol. 1977, 10, 36-39.
7. Re, L.; Maurer, G.; Ohloff, G. A simple synthesis of 4-hydroxy-2,5-dimethyl-3(2H)-furanone (furaneol) an important aroma component of pineapple and strawberry. Helv. Chim. Acta 1973, 56, 1882-1894.
8. Rodin, J. O.; Himmel, R. M.; Silverstein, R. M.; Leeper, R. W.; Gartner, W. A. Volatile flavor and aroma components of pineapple. J. Food Sci. 1965, 30, 280-285.
9. Sanz, C.; Richardson, D. G.; Perez, A. G. 2,5-Dimethyl-4-hydroxy-3(2H)-furanone and derivatives in strawberries during ripening. In Fruit Flavors: Biogenesis, Characterization and Authentication; Rouseff, R. L., Leahy, M. M., Eds.; ACS Symposium Series 596; American Chemical Society: Washington, DC, 1995; Chapter 24.
10. Sen, A.; Schieberle, P.; Grosch, W. Quantitative determination of 2,5-dimethyl-4-hydroxy-3(2H)-furanone and its methyl ether using a stable isotope dilution assay. Lebensm. Wiss. U. Technol. 1991, 24, 364-369.
11. Wilcox, C. F., Jr. Experimental Organic Chemistry: Theory and Practice; Macmillan: New York, 1984; pp 305-308.
12. Wilhalm, B.; Stoll, M.; Thomas, A. F. 2,5-Dimethyl-4-hydroxy-2,3-dihydrofuran-3-one. Chem. Ind. (London) 1965, 1629-1630.