cis-3,3a,7,7a-tetrahydro-3a-hydroxy-6(2H)-benzofuranone

Base Information

• Chemical Name: cis-3,3a,7,7a-tetrahydro-3a-hydroxy-6(2H)-benzofuranone
• CAS No.: 56922-59-9
• Molecular Formula: C₈H₁₀O₃
• Molecular Weight: 154.166
• Mol file: 56922-59-9.mol

Synonyms:

Chemical Property of cis-3,3a,7,7a-tetrahydro-3a-hydroxy-6(2H)-benzofuranone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of cis-3,3a,7,7a-tetrahydro-3a-hydroxy-6(2H)-benzofuranone

There total 9 articles about cis-3,3a,7,7a-tetrahydro-3a-hydroxy-6(2H)-benzofuranone 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: 81.0%

(3aR,7aR)-3a-(tert-butylperoxy)-3,3a,7,7a-tetrahydro-1-benzofuran-6(2H)-one → cis-3,3a,7,7a-tetrahydro-3a-hydroxy-6(2H)-benzofuranone (56922-59-9,57765-93-2,93675-87-7,94535-01-0)

Guidance literature:

With titanium tetrachloride; In dichloromethane; at 20 ℃; Reagent/catalyst; Solvent; Inert atmosphere;

DOI:10.1021/jo302002j

Reference yield: 80.0%

4-(2-((tert-butyldimethylsilyl)oxy)ethyl)-4-hydroxycyclohexa-2,5-dien-1-one (1133797-34-8) → cis-3,3a,7,7a-tetrahydro-3a-hydroxy-6(2H)-benzofuranone (56922-59-9,57765-93-2,93675-87-7,94535-01-0)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 0.166667h; Inert atmosphere;

DOI:10.1039/c8ob00702k

Reference yield: 22.0%

p-hydroxyphenethyl alcohol (501-94-0) → cis-3,3a,7,7a-tetrahydro-3a-hydroxy-6(2H)-benzofuranone (56922-59-9,57765-93-2,93675-87-7,94535-01-0)

Guidance literature:

p-hydroxyphenethyl alcohol; With sodium hydrogencarbonate; In water; for 0.416667h;

With sodium thiosulfate; In water; at 20 ℃; for 0.5h;

DOI:10.1021/ol302205w

upstream raw materials:

p-hydroxyphenethyl alcohol

cornoside

4-[2-hydroxyethyl]-4-hydroperoxy-2,5-cyclohexadien-1-one

C₉H₁₄O₆S