84449-63-8

Basic information

• Product Name: 2-[4-(Acetyloxy)phenyl]benzo[b]thiophene-6-ol acetate
• Synonyms: 2-[4-(Acetyloxy)phenyl]benzo[b]thiophene-6-ol acetate;4-(6-Acetoxybenzo[b]thiophen-2-yl)phenyl acetate;2-[4-(acetyloxy)phenyl]-Benzo[b]thiophene-6-ol 6-acetate
• CAS NO: 84449-63-8
• Molecular Formula: C₁₈H₁₄O₄S
• Molecular Weight: 326.36636
• Mol File: 84449-63-8.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• Density: 1.287
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2-[4-(Acetyloxy)phenyl]benzo[b]thiophene-6-ol acetate(CAS DataBase Reference)
• NIST Chemistry Reference: 2-[4-(Acetyloxy)phenyl]benzo[b]thiophene-6-ol acetate(84449-63-8)
• EPA Substance Registry System: 2-[4-(Acetyloxy)phenyl]benzo[b]thiophene-6-ol acetate(84449-63-8)

Safety Data

• Hazardous Substances Data: 84449-63-8(Hazardous Substances Data)

Usage

General Description

2-[4-(Acetyloxy)phenyl]benzo[b]thiophene-6-ol acetate is a chemical compound that belongs to the family of benzo[b]thiophenes. It is a derivative of benzo[b]thiophene-6-ol with an acetyl group attached to the phenyl ring. 2-[4-(Acetyloxy)phenyl]benzo[b]thiophene-6-ol acetate is often used in organic synthesis and medicinal chemistry due to its unique structure and potential biological activity. The acetyl group can modulate the compound's reactivity and influence its interaction with biological targets, making it a valuable tool for drug discovery and development. Its potential applications include the development of new pharmaceuticals, agrochemicals, and materials. Further research on this compound may reveal its full range of properties and potential uses in various fields.

InChI:InChI=1S/C18H14O4S/c1-11(19)21-15-6-3-13(4-7-15)17-9-14-5-8-16(22-12(2)20)10-18(14)23-17/h3-10H,1-2H3

Upstream product

• 108-24-7 acetic anhydride 
• 63675-74-1 2-(4'-methoxyphenyl)-6-methoxybenzothiophene 
• 63676-22-2 6-hydroxy-2-(4-hydroxyphenyl)benzo[B]-thiophene 
• 2632-13-5 2-Bromo-4'-methoxyacetophenone 
• 63675-73-0 α-(3-methoxyphenyl-thio)-4-methoxyacetophenone 
• 15570-12-4 3-methoxybenzenethiol 

Downstream Products

• 84449-82-1 6-acetoxy-2-(4-acetoxyphenyl)-3-[4-(2-piperidinoethoxy)benzoyl]benzo[b]thiophene, hydrochloride 
• 82640-04-8 raloxifene hydrochloride 
• 84449-67-2 <6-acetoxy-2-(4-acetoxyphenyl)benzothien-3-yl><4-<2-(1-pyrrolidinyl)ethoxy>phenyl>methanone hydrochloride 
• 63676-25-5 6-hydroxy-2-(4-hydroxyphenyl)-3-[4-(2-pyrrolidinoethoxy)benzoyl]benzo[b]thiophene 

Relevant articles and documents

PROCESS FOR PREPARING RALOXIFENE HYDROCHLORIDE

Process for preparing raloxifene hydrochloride with a purity greater than 98% and low aluminium content comprising the following stages a) demethylation of 6-methoxy-2-(4-methoxyphenyl)benzo[b]thiophene in pyridine and hydrochloric acid to obtain 6-hydroxy-2-(4-hydroxyphenyl)benzo[b]thiophene in pyridine hydrochloride, b) acetylation of 6-hydroxy-2-(4-hydroxyphonyl)benzo[b]thiophene with an acetylating agent to obtain the corresponding 6-acetoxy-2-(4 acetoxyphenyl)benzo[b]thiophene, c) acylation of 6-acetoxy-2-(4-acetoxyphonyl)benzo[b]thlophene with 4-(2 piperidinoethoxy)benzoylchloride hydrochloride with aluminium trichloride in halogenated solvent to obtain 6-acetoxy-2-(4-acetoxyphenyl)-3-[4-(2 piperidinoethoxy)benzoyl]-benzo[b]thiophene, d) hydrolysis of 6-acetoxy-2-(4-acetoxyphenyl)-3-[4-(2-piperidinoethoxy)benzoyll benzo[b]thiophene according to the following operating conditions: dl) treatment of 6-acetoxy-2-(4-acetoxyphonyl)-3-[4-(2-piperidinoethoxy)benzoyl]benzo[b]thiophene with alkaline hydroxide in alcohol solvent, d2) acidification of the product obtained in the preceding stage (dl) with a strong acid, to obtain the corresponding raloxifene salt with the strong acid, characterised in that the strong acid used in stage (d2) is concentrated hydrochloric acid.

Process for preparing 3-(4-aminoethoxy-benzoyl) benzo B!-thiophenes

The invention provides a process for preparing 6-alkoxy-3-(4-alkoxyphenyl)benzo B!thiophenes in good yield on a manufacturing scale without generating a thick, potentially yield-reducing, paste. The invention also provides methods for converting a-(-alkoxyphenylthio)-4-alkoxyacetophenones into 6-hydroxy-2-(4-hydroxyphenyl)-3- 4-(2-aminoethoxy)benzoyl!benzo B!thiophenes via acylation of a dialkoxy benzo B!thiophene. Each of these preparations relies on an intramolecular cyclization of a dialkoxy acetophenone derivative to yield a benzo B!thiophene without generating a thick paste that lowers overall yields on a manufacturing scale.