3a-hydroxy-1-(4-methylsulfanyl-phenyl)-4,5-dihydro-3aH-naphtho[2,1-b]furan-2-one

Base Information

• Chemical Name: 3a-hydroxy-1-(4-methylsulfanyl-phenyl)-4,5-dihydro-3aH-naphtho[2,1-b]furan-2-one
• CAS No.: 503174-37-6
• Molecular Formula: C₁₉H₁₆O₃S
• Molecular Weight: 324.4
• Mol file: 503174-37-6.mol

Synonyms:3a-hydroxy-1-(4-methylsulfanyl-phenyl)-4,5-dihydro-3aH-naphtho[2,1-b]furan-2-one

Chemical Property of 3a-hydroxy-1-(4-methylsulfanyl-phenyl)-4,5-dihydro-3aH-naphtho[2,1-b]furan-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3a-hydroxy-1-(4-methylsulfanyl-phenyl)-4,5-dihydro-3aH-naphtho[2,1-b]furan-2-one

There total 4 articles about 3a-hydroxy-1-(4-methylsulfanyl-phenyl)-4,5-dihydro-3aH-naphtho[2,1-b]furan-2-one 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: 63.0%

2-bromo-1-tetralone (1056246-70-8,13672-07-6) + 2-(4-(methylthio)phenyl)acetic acid (16188-55-9) → 3a-hydroxy-1-(4-methylsulfanyl-phenyl)-4,5-dihydro-3aH-naphtho[2,1-b]furan-2-one (503174-37-6)

Guidance literature:

2-(4-(methylthio)phenyl)acetic acid; With potassium hydroxide; In water; N,N-dimethyl-formamide; at 25 - 30 ℃;

2-bromo-1-tetralone; In water; N,N-dimethyl-formamide; at 25 - 30 ℃;

DOI:10.1016/S0040-4039(02)02144-5

Reference yield:

1-oxo-1,2,3,4-tetrahydro-2-naphthalenyl-2-(4-methylsulfanylphenyl)acetate (562069-24-3) → 3a-hydroxy-1-(4-methylsulfanyl-phenyl)-4,5-dihydro-3aH-naphtho[2,1-b]furan-2-one (503174-37-6)

Guidance literature:

With oxygen; 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; at 25 ℃; for 6h;

DOI:10.1016/S0960-894X(03)00282-8

Reference yield:

2-bromo-1-tetralone (1056246-70-8,13672-07-6) → 3a-hydroxy-1-(4-methylsulfanyl-phenyl)-4,5-dihydro-3aH-naphtho[2,1-b]furan-2-one (503174-37-6)

Guidance literature:

Multi-step reaction with 2 steps

1: KOH / dimethylformamide / 1 h / 10 - 20 °C

2: O₂; DBU / acetonitrile / 6 h / 25 °C

With potassium hydroxide; oxygen; 1,8-diazabicyclo[5.4.0]undec-7-ene; In N,N-dimethyl-formamide; acetonitrile;

DOI:10.1016/S0960-894X(03)00282-8

upstream raw materials:

2-bromo-1-tetralone

2-(4-(methylthio)phenyl)acetic acid

1-oxo-1,2,3,4-tetrahydro-2-naphthalenyl-2-(4-methylsulfanylphenyl)acetate

3,4-dihydronaphthalene-1(2H)-one