3-(3-chloro-3-methylbutyl)-4,6-dimethoxy-2-hydroxyphenyl 3,4-dihydro-2,2-dimethyl-8-methoxy-2H-1-benzopyran-5-yl ketone

Base Information

• Chemical Name: 3-(3-chloro-3-methylbutyl)-4,6-dimethoxy-2-hydroxyphenyl 3,4-dihydro-2,2-dimethyl-8-methoxy-2H-1-benzopyran-5-yl ketone
• CAS No.: 80902-75-6
• Molecular Formula: C₂₆H₃₃ClO₆
• Molecular Weight: 476.997
• Mol file: 80902-75-6.mol

Synonyms:

Chemical Property of 3-(3-chloro-3-methylbutyl)-4,6-dimethoxy-2-hydroxyphenyl 3,4-dihydro-2,2-dimethyl-8-methoxy-2H-1-benzopyran-5-yl ketone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(3-chloro-3-methylbutyl)-4,6-dimethoxy-2-hydroxyphenyl 3,4-dihydro-2,2-dimethyl-8-methoxy-2H-1-benzopyran-5-yl ketone

There total 10 articles about 3-(3-chloro-3-methylbutyl)-4,6-dimethoxy-2-hydroxyphenyl 3,4-dihydro-2,2-dimethyl-8-methoxy-2H-1-benzopyran-5-yl ketone 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-hydroxy-4-methoxybenzoate (6702-50-7) → 3-(3-chloro-3-methylbutyl)-4,6-dimethoxy-2-hydroxyphenyl 3,4-dihydro-2,2-dimethyl-8-methoxy-2H-1-benzopyran-5-yl ketone (80902-75-6)

Guidance literature:

Multi-step reaction with 8 steps

1: 4.5 g / potassium iodide, potassium carbonate / acetone; H₂O / 15 h / Heating

2: 3.65 g / hydrogen, quinoline-sulphur poison / Pd-BaSO₄ / methanol / Ambient temperature

3: N,N-dimethylaniline / 6 h / Heating

4: 3.2 g / aq. sodium hydroxide / 0.5 h / Heating

5: 1.46 g / toluene-p-sulphonic acid / benzene / Heating

6: oxalyl chloride / dimethylformamide; benzene / 12 h / Ambient temperature

7: 1.) n-butyl-lithium / 1) ether, room temperature, 2 h

8: 0.48 g / boron trichloride / CH₂Cl₂ / 4 h / Ambient temperature

With sodium hydroxide; n-butyllithium; oxalyl dichloride; quinoline-sulphur poison; hydrogen; boron trichloride; potassium carbonate; toluene-4-sulfonic acid; N,N-dimethyl-aniline; potassium iodide; palladium on barium sulfate; In methanol; dichloromethane; water; N,N-dimethyl-formamide; acetone; benzene;

DOI:10.1039/P19810003205

Reference yield:

methyl 3-(1,1-dimethylprop-2-ynyloxy)-4-methoxybenzoate (80902-60-9) → 3-(3-chloro-3-methylbutyl)-4,6-dimethoxy-2-hydroxyphenyl 3,4-dihydro-2,2-dimethyl-8-methoxy-2H-1-benzopyran-5-yl ketone (80902-75-6)

Guidance literature:

Multi-step reaction with 7 steps

1: 3.65 g / hydrogen, quinoline-sulphur poison / Pd-BaSO₄ / methanol / Ambient temperature

2: N,N-dimethylaniline / 6 h / Heating

3: 3.2 g / aq. sodium hydroxide / 0.5 h / Heating

4: 1.46 g / toluene-p-sulphonic acid / benzene / Heating

5: oxalyl chloride / dimethylformamide; benzene / 12 h / Ambient temperature

6: 1.) n-butyl-lithium / 1) ether, room temperature, 2 h

7: 0.48 g / boron trichloride / CH₂Cl₂ / 4 h / Ambient temperature

With sodium hydroxide; n-butyllithium; oxalyl dichloride; quinoline-sulphur poison; hydrogen; boron trichloride; toluene-4-sulfonic acid; N,N-dimethyl-aniline; palladium on barium sulfate; In methanol; dichloromethane; N,N-dimethyl-formamide; benzene;

DOI:10.1039/P19810003205

Reference yield:

methyl 3-(1,1-dimethylprop-2-enyloxy)-4-methoxybenzoate (80902-61-0) → 3-(3-chloro-3-methylbutyl)-4,6-dimethoxy-2-hydroxyphenyl 3,4-dihydro-2,2-dimethyl-8-methoxy-2H-1-benzopyran-5-yl ketone (80902-75-6)

Guidance literature:

Multi-step reaction with 6 steps

1: N,N-dimethylaniline / 6 h / Heating

2: 3.2 g / aq. sodium hydroxide / 0.5 h / Heating

3: 1.46 g / toluene-p-sulphonic acid / benzene / Heating

4: oxalyl chloride / dimethylformamide; benzene / 12 h / Ambient temperature

5: 1.) n-butyl-lithium / 1) ether, room temperature, 2 h

6: 0.48 g / boron trichloride / CH₂Cl₂ / 4 h / Ambient temperature

With sodium hydroxide; n-butyllithium; oxalyl dichloride; boron trichloride; toluene-4-sulfonic acid; N,N-dimethyl-aniline; In dichloromethane; N,N-dimethyl-formamide; benzene;

DOI:10.1039/P19810003205

upstream raw materials:

5,7-dimethoxy-3,4-dihydro-2,2-dimethyl-2H-1-benzopyran

3-hydroxy-4-methoxybenzoate

8-bromo-3,4-dihydro-5,7-dimethoxy-2,2-dimethyl-2H-1-benzopyran

2-(3-methylbut-2-enyl)-3-hydroxy-4-methoxybenzoic acid