ChemicalBook CAS DataBase List CLOTRIMAZOLE IMP. A (PHARMEUROPA): (2-CHLOROPHENYL)DIPHENYLMETHANOL

CLOTRIMAZOLE IMP. A (PHARMEUROPA): (2-CHLOROPHENYL)DIPHENYLMETHANOL synthesis

9synthesis methods

Product Name:CLOTRIMAZOLE IMP. A (PHARMEUROPA): (2-CHLOROPHENYL)DIPHENYLMETHANOL
CAS Number:66774-02-5
Molecular formula:C19H15ClO
Molecular Weight:294.77

119-61-9 Synthesis

119-61-9
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615-41-8
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CLOTRIMAZOLE IMP. A (PHARMEUROPA): (2-CHLOROPHENYL)DIPHENYLMETHANOL

66774-02-5
117 suppliers
$101.00/25mg

Yield: 32%

Reaction Conditions:

with (trimethylsilyl)methylmagnesium chloride in tetrahydrofuran at 20; for 12 h;

Steps:

A typical procedure for the reactions between iodoarenes and ketones
General procedure: To a solution of methyl 2-iodobenzoate (5a) (262 mg, 1.00 mmol) and benzophenone (2a)(275 mg, 1.51 mmol, 1.51 equiv) dissolved in THF (5.0 mL) was slowly added(trimethylsilyl)methylmagnesium chloride (0.983 M, THF solution, 3.05 mL, 3.00 mmol,3.00 equiv) at room temperature. After stirring for 12 h at the same temperature, to themixture was added an aqueous saturated solution of ammonium chloride (10 mL). Themixture was extracted with EtOAc (10 mL × 3), and the combined organic extract waswashed with brine (5 mL), dried (Na2SO4), and after filtration, the filtrate was concentratedunder reduced pressure. The residue was purified by flash column chromatography (silica-gel16 g, n-hexane/EtOAc = 10/1) to give 3,3-diphenyl-3H-isobenzofuran-1-one (6a) (250 mg,0.873 mmol, 87.3%) as a colorless solid.

References:

Nakamura, Yu;Yoshida, Suguru;Hosoya, Takamitsu [Chemistry Letters,2017,vol. 46,# 6,p. 858 - 861] Location in patent:supporting information

23593-75-1 Synthesis