References
- Yoon , N. M. , Park , C. S. , Brown , H. C. , Krishnamurthy , S. and Stocky , T. P. 1973 . J. Org. Chem. , 38 : 2786
- Lane , C. F. , Myatt , H. I. , Daniels , J. and Hoppes , H. B. 1974 . J. Org. Chem. , 39 : 3052
- Brown , W. G. 1951 . Org. React. , 6 : 469
- Brown , H. C. , Weissman , P. M. and Yoon , N. M. 1966 . J. Amer. Chem. Soc. , 88 : 1458
- Brown , H. C. and Weissman , P. M. 1955 . J. Amer. Chem. Soc. , 87 : 5614
- Brown , H. C. and Yoon , N. M. 1966 . J. Amer. Chem. Soc. , 88 : 1464
- Gaylord , N. G. 1956 . “Reduction with Complex Metal Hydrides” , New York : Interscience publishers, Inc. .
- Cho , B. T. and Yoon , N. M. 1982 . Bull. Korean Chem. Soc. , 3 : 149
- Nose , A. and Kudo , T. 1976 . Yakugaku Zasshi , 96 : 1401 They reported that low yeilds (21–56%) of alcohols were obtained from the reaction of carboxylic acids and sodium borohydride without solvent at high temperature (140–280°)
- Brown , H. C. and Narasimhan , S. 1984 . J. Org. Chem. , 49 : 3891 Caproic acid was reduced with lithium borohydride in ethyl ether at 25°, giving 60% of n-hexanol after 24 h
- Cho , B. T. 1981 . Ph.D. Thesis Seoul, , Korea : Sogang University . Both monoacyloxyborohydrides and diacyloxyborohydrides were not reduced at room temperature for 24 h
- In entry 1 and 7, the reaction was also carried out with lithium borohydride. Under THF reflux condition, the same ratio of product as those with sodium borohydrides was obtained. At room temperature, however, the reduction underwent very sluggish to give 14% of n-heptanol and 0.5% of benzyl alcohol in entry 1, and 11% of benzyl alcohol and 2.2% of furfuryl alcohol in entry 7 after 24 h, respectively