| product Name |
5-bromo-2-chloro-4′-ethoxydiphenylmethane |
| Synonyms |
4-(5-Brom-2-chlorbenzyl)phenyl-ethylether; 4-(5-Bromo-2-chlorobenzyl)phenyl ethyl ether; 4-Brom-1-chlor-2-(4-ethoxybenzyl)benzol; 4-Bromo-1-chloro-2-(4-ethoxybenzyl)benzene; benzene, 4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]-; 5-bromo-2-chloro-4-ethoxydiphenylmethane; 5-Bromo-2-chloro-4’-ethoxydiphenylmethane |
| Molecular Formula |
C15H14BrClO |
| Molecular Weight |
325.6281 |
| InChI |
InChI=1/C15H14BrClO/c1-2-18-14-6-3-11(4-7-14)9-12-10-13(16)5-8-15(12)17/h3-8,10H,2,9H2,1H3 |
| CAS Registry Number |
461432-23-5 |
| Molecular Structure |
|
| Density |
1.371g/cm3 |
| Boiling point |
392.976°C at 760 mmHg |
| Refractive index |
1.584 |
| Flash point |
191.465°C |
| Vapour Pressur |
0mmHg at 25°C |
| Uses |
5-Bromo-2-chloro-4′-ethoxydiphenylmethane is a hydrocarbon derivative and can be used as an intermediate for dapagliflozin. |
| Synthesis |
Oxalyl chloride (0.8 mL) was added to a solution of 5-bromo-2-chlorobenzoic acid (2 g) in dichloromethane (20 mL) and dimethylformamide (0.2 mL) under a nitrogen atmosphere. The reaction mixture was stirred for one hour at 25° C to 30° C. After completion of the reaction, the reaction mixture was concentrated under a vacuum at 40° C to 45° C. to obtain an oily residue. The oily residue was dissolved in dichloromethane (20 mL) and cooled to 0° C. To this solution, phenol (1.1 mL) and aluminium chloride (2.3 g) were added at 0° C. to 5° C. The reaction mixture was stirred at 0° C to 5° C for 2 hours. The reaction mixture was allowed to warm to about 20° C, and triethylsilane (3.4 mL) was slowly added to it at the same temperature. The reaction mixture was stirred for about 36 hours from 20° C to 25° C. After completion of the reaction, 4-bromo-1-chloro-2-(4-ethoxybenzyl)benzene was obtained by further purification. |
| Preparation Products |
(2S,3R,4S,5S)-2-(4-chloro-3-(4-ethoxybenzyl)phenyl)-6,6-bis(hydroxymethyl)-2-methoxytetrahydro-2H-pyran-3,4,5-triol–>Bexagliflozin–>4-(5-broMo-2-chlorobenzyl)phenol |
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