2-(4,5-dimethoxy-2-isopropoxyphenyl)-6,7-methylenedioxy-1-(N-methylformamido)naphthalene

Base Information

• Chemical Name: 2-(4,5-dimethoxy-2-isopropoxyphenyl)-6,7-methylenedioxy-1-(N-methylformamido)naphthalene
• CAS No.: 168106-68-1
• Molecular Formula: C₂₄H₂₅NO₆
• Molecular Weight: 423.466
• Mol file: 168106-68-1.mol

Synonyms:2-(4,5-dimethoxy-2-isopropoxyphenyl)-6,7-methylenedioxy-1-(N-methylformamido)naphthalene

Chemical Property of 2-(4,5-dimethoxy-2-isopropoxyphenyl)-6,7-methylenedioxy-1-(N-methylformamido)naphthalene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(4,5-dimethoxy-2-isopropoxyphenyl)-6,7-methylenedioxy-1-(N-methylformamido)naphthalene

There total 9 articles about 2-(4,5-dimethoxy-2-isopropoxyphenyl)-6,7-methylenedioxy-1-(N-methylformamido)naphthalene 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: 83.0%

cis-2-(4,5-dimethoxy-2-isopropoxyphenyl)-6,7-methylenedioxy-1-(N-methylformamido)-1,2,3,4-tetrahydronaphthalene → 2-(4,5-dimethoxy-2-isopropoxyphenyl)-6,7-methylenedioxy-1-(N-methylformamido)naphthalene (168106-68-1)

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In benzene; for 2.5h; Heating;

DOI:10.1021/jo0012849

Reference yield:

4,5-dimethoxy-2-isopropoxy-3',4'-methylenedioxychalcone (323197-76-8) → 2-(4,5-dimethoxy-2-isopropoxyphenyl)-6,7-methylenedioxy-1-(N-methylformamido)naphthalene (168106-68-1)

Guidance literature:

Multi-step reaction with 7 steps

1.1: 84 percent / AcOH / H₂O; various solvent(s) / 1.23 h / 115 °C

2.1: 90 percent / NaOH / ethanol; H₂O / 3.5 h / 90 - 96 °C

3.1: 81 percent / H₂ / PdCl₂; Norit / acetic acid / 25 h

4.1: SOCl₂ / 1 h / cooling

4.2: 91 percent / SnCl₄ / CHCl₃ / 1.08 h / -63 - -60 °C

5.1: TiCl₄ / CHCl₃ / 1.5 h / Heating

5.2: NaBH₄ / methanol / 20 °C

6.1: 86 percent / CHCl₃ / 11.5 h / Heating

7.1: 83 percent / DDQ / benzene / 2.5 h / Heating

With sodium hydroxide; thionyl chloride; hydrogen; titanium tetrachloride; acetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; pyrographite; palladium dichloride; In ethanol; chloroform; water; acetic acid; benzene;

DOI:10.1021/jo0012849

Reference yield:

2-(4,5-dimethoxy-2-isopropoxyphenyl)-4-(3,4-methylenedioxyphenyl)-4-oxobutyronitrile (323197-77-9) → 2-(4,5-dimethoxy-2-isopropoxyphenyl)-6,7-methylenedioxy-1-(N-methylformamido)naphthalene (168106-68-1)

Guidance literature:

Multi-step reaction with 6 steps

1.1: 90 percent / NaOH / ethanol; H₂O / 3.5 h / 90 - 96 °C

2.1: 81 percent / H₂ / PdCl₂; Norit / acetic acid / 25 h

3.1: SOCl₂ / 1 h / cooling

3.2: 91 percent / SnCl₄ / CHCl₃ / 1.08 h / -63 - -60 °C

4.1: TiCl₄ / CHCl₃ / 1.5 h / Heating

4.2: NaBH₄ / methanol / 20 °C

5.1: 86 percent / CHCl₃ / 11.5 h / Heating

6.1: 83 percent / DDQ / benzene / 2.5 h / Heating

With sodium hydroxide; thionyl chloride; hydrogen; titanium tetrachloride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; pyrographite; palladium dichloride; In ethanol; chloroform; water; acetic acid; benzene;

DOI:10.1021/jo0012849

upstream raw materials:

4,5-dimethoxy-2-isopropoxy-3',4'-methylenedioxychalcone

2-(4,5-dimethoxy-2-isopropoxyphenyl)-4-(3,4-methylenedioxyphenyl)-4-oxobutyronitrile

2-(4,5-dimethoxy-2-isopropoxyphenyl)-4-(3,4-methylenedioxyphenyl)butyric acid

3,4-dihydro-2-(4,5-dimethoxy-2-isopropoxyphenyl)-6,7-methylenedioxy-1(2H)-naphthalenone

Downstream raw materials:

2-(4,5-dimethoxy-2-hydroxyphenyl)-6,7-methylenedioxy-1-(N-methylformamido)naphthalene