Recyclable Lucas reagent in converting aliphatic alcohols to chlorides

Organic Process Research and Development

Volumn 7, Issue 2, 2003, Pages 185-186

  Senaratne, Pushpananda A ^a   Orihuela, Felix M ^a   Malcolm, Arcelio J ^a   Anderson, Keith G ^a  

^a Albemarle Corporation   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ALCOHOL DERIVATIVE; MENTHOL; METHYL CHLORIDE; REAGENT; ZINC DERIVATIVE;

ARTICLE; CHEMICAL INDUSTRY; COST; ENVIRONMENTAL FACTOR; RECYCLING; SYNTHESIS;

EID: 0037360478     PISSN: 10836160     EISSN: None     Source Type: Journal    
DOI: 10.1021/op0200266     Document Type: Article

References (12)

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3. Pizey, J. S. Synthetic Reagents; Wiley: New York, 1974; Vol. 1, pp 321-357. Brown, G. B. In The Chemistry of the Hydroxyl Group; Patai, S., Ed.; Interscience: New York, 1971; Part 1, pp 595-622. Guyer, A.; Bieler, A.; Hardmeier, E. Helv. Chim. Acta, 1937, 20, 1462. Vogel, A. J. Chem. Soc. 1943, 636.Larock, R. C. Comprehensive Organic Reactions; VCH: New York, 1989; pp 353-360.
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11. 31P NMR. A single peak at -14 ppm, which corresponds to neomenthyldiphenyl phosphine was observed (the reaction proceeds via inversion at the chiral center). Thus, menthyl chloride is the major product formed from the halogenation reaction.
12. March, J. Advanced Organic Chemistry; Interscience: New York, 1985; pp 876-877.