![](/CAS/GIF/66774-02-5.gif)
CLOTRIMAZOLE IMP. A (PHARMEUROPA): (2-CHLOROPHENYL)DIPHENYLMETHANOL synthesis
- Product Name:CLOTRIMAZOLE IMP. A (PHARMEUROPA): (2-CHLOROPHENYL)DIPHENYLMETHANOL
- CAS Number:66774-02-5
- Molecular formula:C19H15ClO
- Molecular Weight:294.77
![Benzophenone](/CAS/GIF/119-61-9.gif)
119-61-9
780 suppliers
$5.00/10g
![1-Chloro-2-iodobenzene](/CAS/GIF/615-41-8.gif)
615-41-8
235 suppliers
$5.00/1g
![CLOTRIMAZOLE IMP. A (PHARMEUROPA): (2-CHLOROPHENYL)DIPHENYLMETHANOL](/CAS/GIF/66774-02-5.gif)
66774-02-5
109 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
![Clotrimazole](/CAS/GIF/23593-75-1.gif)
23593-75-1
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$10.00/1g
![CLOTRIMAZOLE IMP. A (PHARMEUROPA): (2-CHLOROPHENYL)DIPHENYLMETHANOL](/CAS/GIF/66774-02-5.gif)
66774-02-5
109 suppliers
$101.00/25mg
![Clotrimazole](/CAS/GIF/23593-75-1.gif)
23593-75-1
802 suppliers
$10.00/1g
![Imidazole](/CAS/GIF/288-32-4.gif)
288-32-4
991 suppliers
$5.00/25g
![CLOTRIMAZOLE IMP. A (PHARMEUROPA): (2-CHLOROPHENYL)DIPHENYLMETHANOL](/CAS/GIF/66774-02-5.gif)
66774-02-5
109 suppliers
$101.00/25mg
![(2-Chlorophenyl)phenyl-methanone](/CAS/GIF/5162-03-8.gif)
5162-03-8
306 suppliers
$6.00/10g
![CLOTRIMAZOLE IMP. A (PHARMEUROPA): (2-CHLOROPHENYL)DIPHENYLMETHANOL](/CAS/GIF/66774-02-5.gif)
66774-02-5
109 suppliers
$101.00/25mg
![(2-Chlorophenyl)phenyl-methanone](/CAS/GIF/5162-03-8.gif)
5162-03-8
306 suppliers
$6.00/10g
![PHENYLMAGNESIUM BROMIDE](/CAS/GIF/100-58-3.gif)
100-58-3
182 suppliers
$18.00/10ml
![CLOTRIMAZOLE IMP. A (PHARMEUROPA): (2-CHLOROPHENYL)DIPHENYLMETHANOL](/CAS/GIF/66774-02-5.gif)
66774-02-5
109 suppliers
$101.00/25mg