4-CHLOROBENZOIN synthesis

12synthesis methods

Product Name:4-CHLOROBENZOIN
CAS Number:39774-18-0
Molecular formula:C14H11ClO2
Molecular Weight:246.69

1,3-Dithiane-2-methanol, 2-(4-chlorophenyl)-α-phenyl-

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39774-18-0
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$186.00/5g

Yield:39774-18-0 96%

Reaction Conditions:

with boron trifluoride diethyl etherate;mercury(II) oxide in tetrahydrofuran;water at 0 - 20;Inert atmosphere;

Steps:

4.2.25. Synthesis of 1-(4-chlorophenyl)-2-hydroxy-2-phenylethanone [(R,S)-1f]

General procedure: BF₃OEt₂ (389 μL, 3.1 mmol) was dissolved in 1 mL of THF/H₂O (85/15) and HgO (636 mg, 3.1 mmol) was added. This mixture was stirred at 0 °C for 5 min and a solution of 5d (471 mg, 1.36 mmol) in 10 mL of THF/H₂O (85/15) was added. The reaction was stirred at room temperature under argon. After 5 h, 25 mL of CH₂Cl₂ were added and the solution was filtered and washed with brine. The organic phase was collected and dried over anhydrous Na₂SO₄. CH₂Cl₂ was filtered and evaporated under reduced pressure. The product was purified by column chromatography (SiO₂, CH₂Cl₂) affording 322 mg of a white solid (1.26 mmol, 93% yield).

References:

Hoyos, Pilar;Pace, Vittorio;Sinisterra, José V.;Alcántara, Andrés R. [Tetrahedron,2011,vol. 67,# 38,p. 7321 - 7329] Location in patent:experimental part

1889-71-0 Synthesis