- PROCESS FOR THE EFFICIENT PREPARATION OF 3-HYDROXYTETRAHYDROFURAN
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Disclosed is a process for the efficient preparation of 3-hydroxytetrahydrofuran. In particular, the present invention provides a process for the preparation of 3-hydroxytetrahydrofuran by performing cyclization of 4-halo-1,3-butanediol either neat or in an organic solvent by heating to 75°C to 18O°C. In the present invention, acidic solution is not used in the cyclization and, thus, the reaction environment is improved. Further, the cyclization product 3-hydroxytetrahydrofuran is purified by a simple process. In addition, according to the present invention, chirality of the starting material is substantially maintained. Consequently, chiral 3-hydroxytetrahydrofuran with a high optical purity of 99.0% ee or better can be prepared economically, in high yield.
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Paragraph 89-90
(2008/12/07)
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- Practical syntheses of (S)-4-hydroxytetrahydrofuran-2-one, (S)-3-hydroxytetrahydrofuran and their (R)-enantiomers
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Optically active 4-hydroxytetrahydrofuran-2-one (3) has been synthesized in good yield from optically active ethyl 4-chloro-3-hydroxybutanoate (2) by refluxing with dilute hydrochloric acid. In a similar manner, optically active 3-hydroxytetrahydrofuran (5) was prepared from optically active 4-chloro-1,3-butanediol (4), which was derived from 2 by NaBH4 reduction. These new cyclizations proceed without racemization. VCH Verlagsgesellschaft mbH, 1997.
- Yuasa, Yoshifumi,Tsuruta, Haruki
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p. 1877 - 1879
(2007/10/03)
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