(+/-)-7-Methylhexahelicen

Base Information

• Chemical Name: (+/-)-7-Methylhexahelicen
• CAS No.: 33835-51-7
• Molecular Formula: C₂₇H₁₈
• Molecular Weight: 342.44
• Mol file: 33835-51-7.mol

Synonyms:

Chemical Property of (+/-)-7-Methylhexahelicen

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+/-)-7-Methylhexahelicen

There total 13 articles about (+/-)-7-Methylhexahelicen 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: 100.0%

4-(2-ethynylnaphthalen-1-yl)-1-methylphenanthrene → (+/-)-7-Methylhexahelicen (33835-51-7,83844-21-7)

Guidance literature:

With platinum(II) chloride; In toluene; at 100 ℃; Inert atmosphere;

DOI:10.1002/chem.201603058

Reference yield:

α-naphthol (90-15-3) → (+/-)-7-Methylhexahelicen (33835-51-7,83844-21-7)

Guidance literature:

Multi-step reaction with 10 steps

1.1: potassium carbonate / acetone / 72 h / 80 °C

2.1: 0.5 h / Reflux

3.1: hydrogenchloride / water; diethyl ether; methanol / 0.5 h

4.1: pyridine / dichloromethane / 1 h / 0 °C

5.1: chloro[1,3-bis(2,6-di-i-propylphenyl)imidazol-2-ylidene]copper(I) / dichloromethane; 1,2-dichloro-benzene / 0.67 h / Reflux; Inert atmosphere

6.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C

6.2: 2 h / -78 - 20 °C

6.3: 20 °C

7.1: potassium phosphate; palladium diacetate; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane / water; toluene / Inert atmosphere; Reflux

8.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / chlorobenzene / 2 h / 120 °C

9.1: potassium carbonate

10.1: platinum(II) chloride / toluene / 100 °C / Inert atmosphere

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; pyridine; hydrogenchloride; potassium phosphate; n-butyllithium; chloro[1,3-bis(2,6-di-i-propylphenyl)imidazol-2-ylidene]copper(I); palladium diacetate; potassium carbonate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; platinum(II) chloride; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; water; chlorobenzene; 1,2-dichloro-benzene; acetone; toluene; 2.1: |Claisen Rearrangement / 7.1: |Suzuki Coupling;

DOI:10.1002/chem.201603058

Reference yield:

(E)-1-(but-2-en-1-yloxy)naphthalene (83049-69-8) → (+/-)-7-Methylhexahelicen (33835-51-7,83844-21-7)

Guidance literature:

Multi-step reaction with 8 steps

1.1: 0.5 h / Reflux

1.2: 0.5 h

2.1: pyridine / dichloromethane / 1 h / 0 °C

3.1: chloro[1,3-bis(2,6-di-i-propylphenyl)imidazol-2-ylidene]copper(I) / dichloromethane; 1,2-dichloro-benzene / 0.67 h / Reflux; Inert atmosphere

4.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C

4.2: 2 h / -78 - 20 °C

4.3: 20 °C

5.1: potassium phosphate; palladium diacetate; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane / water; toluene / Inert atmosphere; Reflux

6.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / chlorobenzene / 2 h / 120 °C

7.1: potassium carbonate

8.1: platinum(II) chloride / toluene / 100 °C / Inert atmosphere

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; pyridine; potassium phosphate; n-butyllithium; chloro[1,3-bis(2,6-di-i-propylphenyl)imidazol-2-ylidene]copper(I); palladium diacetate; potassium carbonate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; platinum(II) chloride; In tetrahydrofuran; hexane; dichloromethane; water; chlorobenzene; 1,2-dichloro-benzene; toluene; 5.1: |Suzuki Coupling;

DOI:10.1002/chem.201603058

upstream raw materials:

methyl magnesium iodide

7,8,8a,9,10,16c-Hexahydro-7-oxo-helicen

1-bromo-2-formyl-3,4-dihydronaphthalene

α-naphthol