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A typical purification procedure is as follows: Crude 3,3-diethylester-pentene (6, 100 mg, 0.472 mmol) in diethyl ether (∼30 mL) was transferred to a separatory funnel. The diethyl ether solution was washed three or five times by water (∼30 mL, dried over MgSO 4, and concentrated. Approximately 20∼30 mg of the resulting clear oil was accurately weighed by a microbalance and digested with concentrated nitric acid overnight for ICP-MS analysis. For activated carbon purification, the activated carbon (1.3 wt equiv of the crude product 6) was added to the diethyl ether solution after the extraction and stirred for 24 h. After the carbon was filtered, the filtrate was concentrated in vacuo to provide 6 as clear oil. THMP and DMSO methods were carried out following the literature procedures except avoiding silica gel treatment or column chromatography
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4, and concentrated. Approximately 20∼30 mg of the resulting clear oil was accurately weighed by a microbalance and digested with concentrated nitric acid overnight for ICP-MS analysis. For activated carbon purification, the activated carbon (1.3 wt equiv of the crude product 6) was added to the diethyl ether solution after the extraction and stirred for 24 h. After the carbon was filtered, the filtrate was concentrated in vacuo to provide 6 as clear oil. THMP and DMSO methods were carried out following the literature procedures except avoiding silica gel treatment or column chromatography.
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