A simple approach to separate a mixture of homopropargylic and allenic alcohols

Organic Letters

Volumn 10, Issue 16, 2008, Pages 3437-3439

  Fu, Fan ^a   Hoang, Kim Le Mai ^a   Loh, Teck Peng ^a  

^a Nanyang Technological University   (Singapore)

Author keywords

[No Author keywords available]

Indexed keywords

ACETONE; ALCOHOL DERIVATIVE; ALKADIENE; BUTANOL; SILVER NITRATE;

ARTICLE; CHEMICAL STRUCTURE; CHEMISTRY; FILTRATION; HYDROLYSIS; PRECIPITATION;

ACETONE; ALCOHOLS; ALKADIENES; BUTANOLS; FILTRATION; HYDROLYSIS; MOLECULAR STRUCTURE; PRECIPITATION; SILVER NITRATE;

EID: 54049100822     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol801087s     Document Type: Article

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31. 3 (1.2 equiv) in acetone/water (0.6-0.4 mL). The homopropargylic and allenylic alcohol mixture (1 equiv) was added, and the mixture was stirred in the dark for 6 h to afford a brown precipitate in solution. The precipitate was separated via suction filtration, and the filtrate was dried over anhydrous magnesium sulfate, filtered, and concentrated in vacuo to afford the pure allenic alcohol. The precipitate was treated with 1 M HCl (3 mL) and stirred vigorously for 5 min prior to extraction of the aqueous layer with diethyl ether (3 × 10 mL). The combined organic extracts was washed with brine, dried over anhydrous magnesium sulfate, filtered, and concentrated in vacuo to afford the pure homopropargylic alcohol.