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

Base Information

• Chemical Name: 7-hydroxy-2,2-dimethyl-8-(3-methyl-2-buten-1-yl)-5-phenethyl-4H-benzo[d][1,3]dioxin-4-one
• CAS No.: 1353896-15-7
• Molecular Formula: C₂₃H₂₆O₄
• Molecular Weight: 366.457
• Mol file: 1353896-15-7.mol

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

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

There total 5 articles about 7-hydroxy-2,2-dimethyl-8-(3-methyl-2-buten-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: 62.0%

3-methyl-2-buten-1-yl 2-(2-(2,2-dimethyl-4-oxo-4H-1,3-dioxin-6-yl)acetyl)-3-oxo-5-phenylpentanoate (1353896-13-5) → 6-(2,2-dimethyl-4-oxo-4H-1,3-dioxin-6-yl)-7,7-dimethyl-1-phenylnon-8-ene-3,5-dione (1353896-14-6) + 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)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; caesium carbonate; In tetrahydrofuran; at 0 - 25 ℃; for 18h; Inert atmosphere;

DOI:10.1016/j.tetlet.2011.11.019

Reference yield: 24.0%

(±)-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 + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 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) + 7-hydroxy-2,2-dimethyl-8-(3-methylbut-2-en-1-yl)-4-oxo-5-phenethyl-4H-benzo[d][1,3]dioxine-6-carbaldehyde

Guidance literature:

(±)-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; With n-butyllithium; In tetrahydrofuran; cyclohexane; toluene; at -100 ℃; for 0.166667h;

N,N-dimethyl-formamide; With copper(I) bromide dimethylsulfide complex; N,N,N,N,-tetramethylethylenediamine; In tetrahydrofuran; cyclohexane; toluene; at -100 - 25 ℃; for 18h;

DOI:10.1002/ejoc.202001487

Reference yield: 21.0%

3-methyl-2-buten-1-yl 2-(2-(2,2-dimethyl-4-oxo-4H-1,3-dioxin-6-yl)acetyl)-3-oxo-5-phenylpentanoate (1353896-13-5) → 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) + C23H28O5

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; caesium carbonate; In tetrahydrofuran; at 0 - 20 ℃; for 18h;

DOI:10.1016/j.tet.2014.06.098

upstream raw materials:

3-methyl-2-buten-1-yl 2-(2-(2,2-dimethyl-4-oxo-4H-1,3-dioxin-6-yl)acetyl)-3-oxo-5-phenylpentanoate

N,N-dimethyl-formamide

Downstream raw materials:

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