ethyl 3-hydroxybenzo[b]thiophene-2-carboxylate

Base Information

• Chemical Name: ethyl 3-hydroxybenzo[b]thiophene-2-carboxylate
• CAS No.: 5556-20-7
• Molecular Formula: C11H10O3S
• Molecular Weight: 222.265
• Hs Code.: 2934999090
• Mol file: 5556-20-7.mol

Synonyms:2-Carbaethoxy-3-hydroxy-benzothiophen;ethyl 3-hydroxybenzo

Chemical Property of ethyl 3-hydroxybenzo[b]thiophene-2-carboxylate

Chemical Property:

• Melting Point: 73-74 °C
• Boiling Point: 344.4±22.0 °C(Predicted)
• PKA: 7.47±0.50(Predicted)
• PSA: 74.77000
• Density: 1.340±0.06 g/cm3(Predicted)
• LogP: 2.78360
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature

Purity/Quality:

97% ^*data from raw suppliers

Ethyl3-hydroxybenzo[b]thiophene-2-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of ethyl 3-hydroxybenzo[b]thiophene-2-carboxylate

There total 21 articles about ethyl 3-hydroxybenzo[b]thiophene-2-carboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 91.0%

ethyl bromoacetate (105-36-2) + Methyl thiosalicylate (4892-02-8) → ethyl 3-hydroxybenzothiophene-2-carboxylate (5556-20-7)

Guidance literature:

With sodium t-butanolate; In tetrahydrofuran; at 20 ℃; for 2h;

DOI:10.1021/acs.jmedchem.6b01685

Reference yield: 90.0%

2,2'-dithiodibenzoic acid dichloride (19602-82-5) + diethyl malonate (105-53-3) → ethyl 3-hydroxybenzothiophene-2-carboxylate (5556-20-7)

Guidance literature:

diethyl malonate; With sodium hydride; In tetrahydrofuran; at 0 ℃; Inert atmosphere;

2,2'-dithiodibenzoic acid dichloride; In tetrahydrofuran; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1039/b914424b

Reference yield: 88.0%

Methyl thiosalicylate (4892-02-8) → ethyl 3-hydroxybenzothiophene-2-carboxylate (5556-20-7)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; at 20 ℃; for 0.283333h; Inert atmosphere;

upstream raw materials:

2,2'-dithiodibenzoic acid dichloride

sodium ethyl acetylacetate enolate

2-(phenylsulfonyl)benzo[d]isothiazol-3(2H)-one

ethyl acetoacetate

Downstream raw materials:

tert-butyl 4-((2-(ethoxycarbonyl)benzo[b]thiophen-3-yl)oxy)piperidine-1-carboxylate

tert-butyl 4-((2-((benzyloxy)carbonyl)benzo[b]thiophen-3-yl)oxy)piperidine-1-carboxylate

benzyl 3-(piperidin-4-yloxy)benzo[b]thiophene-2-carboxylate

tert-butyl 4-((2-(((3-methoxybenzyl)oxy)carbonyl)benzo[b]thiophen-3-yl)oxy)piperidine-1-carboxylate