Benzhydrol synthesis
- Product Name:Benzhydrol
- CAS Number:91-01-0
- Molecular formula:C13H12O
- Molecular Weight:184.24
100-52-7
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91-01-0
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Yield:91-01-0 100%
Reaction Conditions:
in diethyl ether at 0 - 20;Inert atmosphere;
Steps:
General procedure from an aldehyde using phenylmagnesium bromide.
General procedure: To an oven-dried, argon purged round bottom flask containing the aldehyde (1 mmol) in diethyl ether (2 mL) at 0 °C, was added phenylmagnesium bromide (0.5 mL, 1.5 mmol, 1.5 equiv., 3.0 M solution in diethyl ether) dropwise over 5 minutes. The reaction was then allowed to warm to room temperature and left to stir overnight.* Saturated aqueous solution of NH4Cl was then added slowly and stirred for a few minutes. Diethyl ether was then added and the layers were separated. The aqueous layer was extracted with diethyl ether (2 x) and then the combined organic extracts were washed with water and brine, then dried over MgSO4. Purification was performed by flash column chromatography on silica gel when needed. * Reaction was stirred overnight at reflux for the synthesis of 4-methoxy-α-phenylbenzenemethanol and 3-methoxy-α-phenylbenzenemethanol.
References:
Lebleu, Thomas;Paquin, Jean-Fran?ois [Tetrahedron Letters,2017,vol. 58,# 5,p. 442 - 444] Location in patent:supporting information
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