2,3-dihydro-2,2-dimethyl-7-hydroxy-5-(2-phenylethenyl)-4H-1-benzopyran-4-one

Base Information

• Chemical Name: 2,3-dihydro-2,2-dimethyl-7-hydroxy-5-(2-phenylethenyl)-4H-1-benzopyran-4-one
• CAS No.: 129657-74-5
• Molecular Formula: C₁₉H₁₈O₃
• Molecular Weight: 294.35
• Mol file: 129657-74-5.mol

Synonyms:2,3-dihydro-2,2-dimethyl-7-hydroxy-5-(2-phenylethenyl)-4H-1-benzopyran-4-one

Chemical Property of 2,3-dihydro-2,2-dimethyl-7-hydroxy-5-(2-phenylethenyl)-4H-1-benzopyran-4-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,3-dihydro-2,2-dimethyl-7-hydroxy-5-(2-phenylethenyl)-4H-1-benzopyran-4-one

There total 1 articles about 2,3-dihydro-2,2-dimethyl-7-hydroxy-5-(2-phenylethenyl)-4H-1-benzopyran-4-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:

3-Methylbutenoic acid (541-47-9) + pinosylvin (22139-77-1) → 2,3-dihydro-2,2-dimethyl-7-hydroxy-5-(2-phenylethenyl)-4H-1-benzopyran-4-one (129657-74-5) + 2,3-dihydro-2,2-dimethyl-5-hydroxy-7-(2-phenylethenyl)-4H-1-benzopyran-4-one (129657-75-6)

Guidance literature:

With boron trifluoride diethyl etherate; at 25 ℃; for 40h; Yield given. Yields of byproduct given;

DOI:10.1002/jhet.5570270312

Reference yield: 100.0%

1-methyl-4-phenylbutyl methanesulphonate (63790-07-8) + 2,3-dihydro-2,2-dimethyl-7-hydroxy-5-(2-phenylethenyl)-4H-1-benzopyran-4-one (129657-74-5) → 2,3-dihydro-2,2-dimethyl-7-(1-methyl-4-phenylbutoxy)-5-(2-phenylethenyl)-4H-1-benzopyran-4-one (129657-76-7)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 85 ℃; for 20h;

DOI:10.1002/jhet.5570270312

Reference yield:

2,3-dihydro-2,2-dimethyl-7-hydroxy-5-(2-phenylethenyl)-4H-1-benzopyran-4-one (129657-74-5) → 7-hydroxy-5-(1-methyl-4-phenylbutoxy)phthalide (69026-25-1)

Guidance literature:

Multi-step reaction with 5 steps

1: 100 percent / K₂CO₃ / dimethylformamide / 20 h / 85 °C

2: 96 percent / NaIO₄, OsO₄ / dioxane; H₂O / 15 h / 25 °C

3: 96 percent / potassium tri-sec-butylborohydride / tetrahydrofuran / 0.5 h / -78 °C

4: NaH / diethyl ether / 1 h / 15 °C

5: 1) Et₃N, 2) 2 N KOH / 1) MeOH, ether, 18 h, 25 deg C, 2) 0 deg C, 15 min, MeOH

With potassium hydroxide; sodium periodate; osmium(VIII) oxide; sodium hydride; potassium tri-sec-butyl-borohydride; potassium carbonate; triethylamine; In tetrahydrofuran; 1,4-dioxane; diethyl ether; water; N,N-dimethyl-formamide;

DOI:10.1002/jhet.5570270312

upstream raw materials:

3-Methylbutenoic acid

pinosylvin

Downstream raw materials:

2,3-dihydro-2,2-dimethyl-7-(1-methyl-4-phenylbutoxy)-5-(2-phenylethenyl)-4H-1-benzopyran-4-one

7-hydroxy-5-(1-methyl-4-phenylbutoxy)phthalide

2,3-dihydro-5-(hydroxymethyl)-2,2-dimethyl-7-(1-methyl-4-phenylbutoxy)-4H-1-benzopyran-4-one

2,3-dihydro-2,2-dimethyl-7-(1-methyl-4-phenylbutoxy)-4-oxo-2H-1-benzopyran-5-carboxaldehyde