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ChemicalBook >  Product Catalog >  Organic Chemistry >  Hydrocarbons and derivatives >  Benzene, 2-[[2-[(6-broMohexyl)oxy]ethoxy]Methyl]-1,3-dichloro

Benzene, 2-[[2-[(6-broMohexyl)oxy]ethoxy]Methyl]-1,3-dichloro

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Benzene, 2-[[2-[(6-broMohexyl)oxy]ethoxy]Methyl]-1,3-dichloro Basic information

Product Name:
Benzene, 2-[[2-[(6-broMohexyl)oxy]ethoxy]Methyl]-1,3-dichloro
Synonyms:
  • Vilanterol Impurity 28
  • Benzene, 2-[[2-[(6-broMohexyl)oxy]ethoxy]Methyl]-1,3-dichloro
  • 2-[2-(6-BroMohexyloxy)ethoxyMethyl]-1,3-dichlorobenzene
  • Vilanterol intermediate
  • 2-[[2-[(6-broMohexyl)oxy]ethoxy]Methyl]-1,3-dichloro
  • BNKY020-VT06
  • CAS 503070-57-3
  • BROMOHEXYL-OXY- ETHOXYMETHYLCHLOROBENZENE
CAS:
503070-57-3
MF:
C15H21BrCl2O2
MW:
384.14
EINECS:
811-292-1
Product Categories:
  • Intermediate
  • 503070-57-3
Mol File:
503070-57-3.mol
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Benzene, 2-[[2-[(6-broMohexyl)oxy]ethoxy]Methyl]-1,3-dichloro Chemical Properties

Boiling point:
420.8±45.0 °C(Predicted)
Density 
1.335±0.06 g/cm3(Predicted)
storage temp. 
Sealed in dry,Store in freezer, under -20°C
solubility 
Chloroform (Slightly), Methanol (Slightly)
form 
Oil
color 
Colourless
InChI
InChI=1S/C15H21BrCl2O2/c16-8-3-1-2-4-9-19-10-11-20-12-13-14(17)6-5-7-15(13)18/h5-7H,1-4,8-12H2
InChIKey
AKLUHFHHUBIDQA-UHFFFAOYSA-N
SMILES
C1(Cl)=CC=CC(Cl)=C1COCCOCCCCCCBr
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Benzene, 2-[[2-[(6-broMohexyl)oxy]ethoxy]Methyl]-1,3-dichloro Usage And Synthesis

Uses

2-[2-(6-Bromohexyloxy)ethoxymethyl]-1,3-dichlorobenzene is an intermediate in the synthesis of Vilanterol Trifenatate-d4 (V260002). Vilanterol Trifenatate (V260000) is a long-acting β2 adrenergic receptor Agonist. It demonstrates prolonged bronchodilation in subjects with asthma and COPD.

Synthesis

100mL single-necked flask, under a nitrogen atmosphere, 2-((2,6-dichlorobenzyl)oxy)ethan-1-ol (3 g, 13.5 mmol) was dissolved in 1,6-dibromo hexane (9.7 g, 40.5 mmol) tetrabutylammonium bromide (432 mg, 1.35mmol) and 50% sodium hydroxide solution (2.5g, 62.1 mmol) was added and reacted at room temperature for 16 hours. Dichloromethane (50 mL), washed successively with water (50 mL) and saturated brine (50 mL), dried over the organic phase, filtered, concentrated and purified on a silica gel column (ethyl acetate/petroleum ether = 1/12) to give a pale yellow oil Benzene, 2-[[2-[(6-broMohexyl)oxy]ethoxy]Methyl]-1,3-dichloro.

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