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CAS RN: 563-41-7 | Product Number: S0032
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|Appearance||White to Almost white powder to crystal|
|Purity(Bromination Method)||min. 99.0 %|
|Solubility in water||Completely soluble|
|Solubility (slightly sol. in)||Alcohol|
|Solubility (insoluble in)||Ether|
|Hazard Statements||H301 : Toxic if swallowed.
H315 : Causes skin irritation.
H319 : Causes serious eye irritation.
H361 : Suspected of damaging fertility or the unborn child.
H373 : May cause damage to organs through prolonged or repeated exposure.
|Precautionary Statements||P260 : Do not breathe dust/ fume/ gas/ mist/ vapours/ spray.
P201 : Obtain special instructions before use.
P264 : Wash skin thoroughly after handling.
P280 : Wear protective gloves/ protective clothing/ eye protection/ face protection.
P308 + P313 : IF exposed or concerned: Get medical advice/ attention.
P301 + P310 + P330 : IF SWALLOWED: Immediately call a POISON CENTER/doctor. Rinse mouth.
To a stirred solution of semicarbazide hydrochloride (12.94 g, 116.0 mmol) and sodium acetate trihydrate (0.95 g, 12 mmol) in water (116 mL) is added 1 (2.63 g, 11.6 mmol) at room temperature. Sufficient 95% ethanol is added to bring about a homogenous solution. After stirring at room temperature for 7 h, the reaction mixture is extracted with ethyl acetate. The combined organic phases are washed with brine, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The crude product is purified by silica gel chromatography (ethyl acetate → ethyl acetate : methanol = 9 : 1) to give 2 (2.92 g, 89%) as a white solid.
Next, to a stirred solution of 2 (1.86 g, 6.57 mmol) in dichloromethane (65.7 mL) is added portionwise 95% lead tetraacetate (6.42 g, 13.8 mmol), maintaining the bath temperature at –10 °C After stirring for 1 h at –10 °C, ethyl acetate is added to the reaction mixture, which is allowed to warm to room temperature. Then the mixture is filtered through a Celite pad and concentrated under reduced pressure. The crude product is purified by silica gel column chromatography (hexane : ethyl acetate = 4 : 1) to give 3 (0.83 g, 60%) as a colorless oil.
- 1)Thermolysis of Δ3-1 ,3,4-oxadiazolin-2-ones and 2-phenylimino-Δ3-l,3,4-oxadiazolinesderived from α,β-epoxyketones. An alternative method for the conversion of α,β-epoxyketones to alkynones and alkynals
- 2)Total Synthesis of (–)-Mersicarpine
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