1091626-77-5

Basic information

• Product Name: 1-[[(2E)-3-Phenyl-2-propen-1-yl]oxy]naphthalene
• Synonyms: 1-[[(2E)-3-Phenyl-2-propen-1-yl]oxy]naphthalene;Dapoxetine Impurity 9;1-[(E)-3-phenylprop-2-enoxy]naphthalene
• CAS NO: 1091626-77-5
• Molecular Formula: C19H16O
• Molecular Weight: 260.32974
• Mol File: 1091626-77-5.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 447.4±24.0 °C(Predicted)
• Appearance: /
• Density: 1.117±0.06 g/cm3(Predicted)
• Storage Temp.: -20°C Freezer
• Solubility: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly, Heated)
• CAS DataBase Reference: 1-[[(2E)-3-Phenyl-2-propen-1-yl]oxy]naphthalene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-[[(2E)-3-Phenyl-2-propen-1-yl]oxy]naphthalene(1091626-77-5)
• EPA Substance Registry System: 1-[[(2E)-3-Phenyl-2-propen-1-yl]oxy]naphthalene(1091626-77-5)

Safety Data

• Hazardous Substances Data: 1091626-77-5(Hazardous Substances Data)

Usage

Uses

1-[[(2E)-3-Phenyl-2-propen-1-yl]oxy]naphthalene is an impurity of the selective serotonin reuptake inhibitor Dapoxetine (D185700).

Upstream product

• 90-15-3 α-naphthol 
• 2687-12-9 cinnamyl chloride 
• 4392-24-9 Cinnamyl bromide 

Downstream Products

• 90-15-3 α-naphthol 

Relevant articles and documents

Synthesis method of related substances of dapoxetine

The invention discloses a synthesis method of related substances of dapoxetine, wherein the method comprises the following steps: (1) preparing a compound 11 in a nitrogen atmosphere with 1-naphthol and a compound 10 as raw materials in the presence of an alkali and iodized salt; (2) carrying out a rearrangement reaction of the compound 11 in a nitrogen atmosphere to prepare a compound 12; (3) preparing a compound 13 with the compound 12 and a compound 7 as raw materials in the presence of an alkali solution; and (4) dissolving the compound 13 in a solvent, adding triethylamine and 4-dimethylaminopyridine, then adding MsCl in ice bath, then carrying out a reaction at room temperature, after the reaction is completed by TLC monitoring, introducing dimethylamine gas, and thus obtaining the related substances of dapoxetine. The related substances of dapoxetine can be prepared in large quantities and are no longer limited to be extracted from dapoxetine intermediates and APIs, thereby providing a basis for the quality study of dapoxetine.

A Simple and Efficient Access to Naphtho[b]furans by Claisen Rearrangement/Cyclization of Bromonaphthyl 3-Phenylallyl Ethers

A transition-metal-free Claisen rearrangement/cyclization reaction was developed for the synthesis of naphthofuran derivatives from bromonaphthyl 3-phenylallyl ethers. The nature of the base employed in this reaction plays an important role in determining the ratio for the formation of naphthofuran and naphthol products. By using K2CO3 as base and DMF as solvent, we have synthesized a variety of functionalized naphthofurans in good to high yields (49-92 %) and with satisfactory selectivities.