7-methoxy-2,2-dimethyl-8-(3-methylbut-2-en-1-yl)-5-phenethyl-4H-benzo[d][1,3]dioxin-4-one

Base Information

• Chemical Name: 7-methoxy-2,2-dimethyl-8-(3-methylbut-2-en-1-yl)-5-phenethyl-4H-benzo[d][1,3]dioxin-4-one
• CAS No.: 1353896-19-1
• Molecular Formula: C₂₄H₂₈O₄
• Molecular Weight: 380.484
• Mol file: 1353896-19-1.mol

Synonyms:7-methoxy-2,2-dimethyl-8-(3-methylbut-2-en-1-yl)-5-phenethyl-4H-benzo[d][1,3]dioxin-4-one

Chemical Property of 7-methoxy-2,2-dimethyl-8-(3-methylbut-2-en-1-yl)-5-phenethyl-4H-benzo[d][1,3]dioxin-4-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 7-methoxy-2,2-dimethyl-8-(3-methylbut-2-en-1-yl)-5-phenethyl-4H-benzo[d][1,3]dioxin-4-one

There total 2 articles about 7-methoxy-2,2-dimethyl-8-(3-methylbut-2-en-1-yl)-5-phenethyl-4H-benzo[d][1,3]dioxin-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: 98.0%

7-hydroxy-2,2-dimethyl-8-(3-methyl-2-buten-1-yl)-5-phenethyl-4H-benzo[d][1,3]dioxin-4-one (1353896-15-7) + methyl iodide (74-88-4) → 7-methoxy-2,2-dimethyl-8-(3-methylbut-2-en-1-yl)-5-phenethyl-4H-benzo[d][1,3]dioxin-4-one (1353896-19-1)

Guidance literature:

With caesium carbonate; In tetrahydrofuran; at 25 ℃; for 12h; Inert atmosphere;

DOI:10.1016/j.tetlet.2011.11.019

Reference yield:

(±)-6-iodo-8-(2-iodopropan-2-yl)-2,2-dimethyl-5-phenethyl-8,9-dihydro-4H-[1,3]dioxino[4,5-e]benzofuran-4-one → 7-methoxy-2,2-dimethyl-8-(3-methylbut-2-en-1-yl)-5-phenethyl-4H-benzo[d][1,3]dioxin-4-one (1353896-19-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-butyllithium / cyclohexane; tetrahydrofuran; toluene / 0.17 h / -100 °C

1.2: 18 h / -100 - 25 °C

2.1: caesium carbonate / tetrahydrofuran / 18 h / 25 °C

With n-butyllithium; caesium carbonate; In tetrahydrofuran; cyclohexane; toluene;

DOI:10.1002/ejoc.202001487

Reference yield: 99.0%

7-methoxy-2,2-dimethyl-8-(3-methylbut-2-en-1-yl)-5-phenethyl-4H-benzo[d][1,3]dioxin-4-one (1353896-19-1) → 2-hydroxy-4-methoxy-3-(3-methylbut-2-en-1-yl)-6-(2-phenylethyl)benzoic acid (80489-90-3)

Guidance literature:

With potassium hydroxide; In water; dimethyl sulfoxide; at 80 ℃; for 18h; Inert atmosphere; Schlenk technique;

DOI:10.1002/ejoc.202100301

upstream raw materials:

7-hydroxy-2,2-dimethyl-8-(3-methyl-2-buten-1-yl)-5-phenethyl-4H-benzo[d][1,3]dioxin-4-one

methyl iodide

Downstream raw materials:

2-hydroxy-4-methoxy-3-(3-methylbut-2-en-1-yl)-6-(2-phenylethyl)benzoic acid