4,5-DIHYDRO-2-(ETHOXYCARBONYL)NAPTHO(1,2-B)THIOPENE

Base Information

• Chemical Name: 4,5-DIHYDRO-2-(ETHOXYCARBONYL)NAPTHO(1,2-B)THIOPENE
• CAS No.: 35813-68-4
• Molecular Formula: C₁₃H₁₀OS
• Molecular Weight: 214.288
• Mol file: 35813-68-4.mol

Synonyms:2-Hydroxymethylnaphtho<1,2-b>thiophene;2-(hydroxymethyl)naphtho[1,2-b]thiophene;2-naphtho[1,2-b]thienylmethanol;naphtho[1,2-b]thiophene-2-methanol;naphtho[1,2-b]thiophen-2-yl-methanol;

Chemical Property of 4,5-DIHYDRO-2-(ETHOXYCARBONYL)NAPTHO(1,2-B)THIOPENE

Chemical Property:

• Melting Point: 85-86 °C(Solv: benzene (71-43-2); hexane (110-54-3))
• Boiling Point: 428.8±20.0 °C(Predicted)
• PKA: 13.89±0.10(Predicted)
• PSA: 48.47000
• Density: 1.331±0.06 g/cm3(Predicted)
• LogP: 3.54680
• Storage Temp.: 2-8°C(protect from light)

Purity/Quality:

95% ^*data from raw suppliers

Naphtho[1,2-b]thiophen-2-ylmethanol 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4,5-DIHYDRO-2-(ETHOXYCARBONYL)NAPTHO(1,2-B)THIOPENE

There total 6 articles about 4,5-DIHYDRO-2-(ETHOXYCARBONYL)NAPTHO(1,2-B)THIOPENE 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%

naphthalene[1,2-b]thiophene-2-carboxylic acid (51925-18-9) → 2-Hydroxymethylnaphtho<1,2-b>thiophene (35813-68-4)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; Ambient temperature;

Reference yield: 90.0%

ethyl naphtho<1,2-b>thiophene-2-carboxylate (51925-17-8) → 2-Hydroxymethylnaphtho<1,2-b>thiophene (35813-68-4)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; for 3h; Heating;

Reference yield:

4,5-dihydronaphthalene[1,2-b]thiophene-2-carboxylic acid ethyl ester (19397-74-1) → 2-Hydroxymethylnaphtho<1,2-b>thiophene (35813-68-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 87.5 percent / N-bromosuccinimide; dibenzoyl peroxide / CCl₄ / 0.75 h / Heating

2: 87.2 percent / LiAlH₄ / tetrahydrofuran; diethyl ether / 3.5 h / Heating

With N-Bromosuccinimide; lithium aluminium tetrahydride; dibenzoyl peroxide; In tetrahydrofuran; tetrachloromethane; diethyl ether;

DOI:10.1021/jo062397g

upstream raw materials:

ethyl naphtho<1,2-b>thiophene-2-carboxylate

naphthalene[1,2-b]thiophene-2-carboxylic acid

4,5-dihydronaphthalene[1,2-b]thiophene-2-carboxylic acid ethyl ester

1-chloro-2-formyl-3,4-dihydronaphthalene

Downstream raw materials:

1,1-dioxonaphtho[1,2-b]thiophen-2-ylmethyl N-p-chlorophenyl carbamate

α-Nsmoc-Phg-OH

α-Nsmoc-Phg-F

α-Nsmoc-Phe-F

Refernces

• 1、 Tedjamulia, Marvin L.,Stuart, John G.,Tominaga, Yoshinori,Castle, Raymond N.,Lee, Milton L.. "The Synthesis of Naphthothiophene and All of the Eight Isomers of Monomethylnaphthothiophene". . p. 1215 - 1219. Retrieved 2007/10/02.