1,8-dihydroxy-3-phenylisochroman

Base Information

• Chemical Name: 1,8-dihydroxy-3-phenylisochroman
• CAS No.: 74794-56-2
• Molecular Formula: C₁₅H₁₄O₃
• Molecular Weight: 242.274
• Mol file: 74794-56-2.mol

Synonyms:

Chemical Property of 1,8-dihydroxy-3-phenylisochroman

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,8-dihydroxy-3-phenylisochroman

There total 6 articles about 1,8-dihydroxy-3-phenylisochroman 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: 24.0%

3,4-Dihydro-8-hydroxy-3-phenylisocoumarin (74794-54-0) → 8-hydroxy-3-phenylisochroman (74794-57-3) + 2-(3-hydroxy-2-hydroxymethyl)-1-phenylethanol (74794-58-4) + 1,8-dihydroxy-3-phenylisochroman (74794-56-2)

Guidance literature:

With lithium borohydride; In tetrahydrofuran; 1.) 1 h, 5 deg C, 2.) 4 h, 20-25 deg C;

DOI:10.1248/cpb.28.723

Reference yield: 20.0%

8-acetoxy-3-phenyl-3,4-dihydroisocoumarin (74794-55-1) → 8-hydroxy-3-phenylisochroman (74794-57-3) + 2-(3-hydroxy-2-hydroxymethyl)-1-phenylethanol (74794-58-4) + 1,8-dihydroxy-3-phenylisochroman (74794-56-2)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 - 5 ℃; for 1h;

DOI:10.1248/cpb.28.723

Reference yield:

8-methoxyhomophthalic anhydride (74794-52-8) → 1,8-dihydroxy-3-phenylisochroman (74794-56-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 57 percent / AlCl₃ / 4 h / 80 °C

2: 57 percent / NaBH₄, 4percent aq. NaOH / ethanol / 6 h / 40 - 45 °C

3: 91 percent / pyridine / 1.5 h / 70 °C

4: 20 percent / LiAlH₄ / tetrahydrofuran / 1 h / 0 - 5 °C

With sodium hydroxide; sodium tetrahydroborate; lithium aluminium tetrahydride; aluminium trichloride; In tetrahydrofuran; pyridine; ethanol;

DOI:10.1248/cpb.28.723

upstream raw materials:

3,4-Dihydro-8-hydroxy-3-phenylisocoumarin

8-acetoxy-3-phenyl-3,4-dihydroisocoumarin

8-methoxyhomophthalic anhydride

8-hydroxy-3-phenyl-1H-isochromen-1-one

Refernces