2-(3-bromo-5-methoxy-benzofuran-2-yl)-4-(6,6-dimethyl-cyclohex-1-enyl)-butan-2-ol

Base Information

• Chemical Name: 2-(3-bromo-5-methoxy-benzofuran-2-yl)-4-(6,6-dimethyl-cyclohex-1-enyl)-butan-2-ol
• CAS No.: 333385-23-2
• Molecular Formula: C₂₁H₂₇BrO₃
• Molecular Weight: 407.348
• Mol file: 333385-23-2.mol

Synonyms:2-(3-bromo-5-methoxy-benzofuran-2-yl)-4-(6,6-dimethyl-cyclohex-1-enyl)-butan-2-ol

Chemical Property of 2-(3-bromo-5-methoxy-benzofuran-2-yl)-4-(6,6-dimethyl-cyclohex-1-enyl)-butan-2-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(3-bromo-5-methoxy-benzofuran-2-yl)-4-(6,6-dimethyl-cyclohex-1-enyl)-butan-2-ol

There total 7 articles about 2-(3-bromo-5-methoxy-benzofuran-2-yl)-4-(6,6-dimethyl-cyclohex-1-enyl)-butan-2-ol 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: 78.0%

1-(3-bromo-5-methoxy-benzofuran-2-yl)-3-(6,6-dimethyl-cyclohex-1-enyl)-propan-1-one (263862-77-7) + methyl magnesium iodide (917-64-6) → 2-(3-bromo-5-methoxy-benzofuran-2-yl)-4-(6,6-dimethyl-cyclohex-1-enyl)-butan-2-ol (333385-23-2)

Guidance literature:

In tetrahydrofuran; diethyl ether; at 0 ℃; for 0.5h;

DOI:10.1021/ja0021060

Reference yield:

3,3-dimethyl-2-methylenecyclohexanol (333385-04-9) → 2-(3-bromo-5-methoxy-benzofuran-2-yl)-4-(6,6-dimethyl-cyclohex-1-enyl)-butan-2-ol (333385-23-2)

Guidance literature:

Multi-step reaction with 4 steps

1.1: p-toluenesulfonyl chloride / pyridine / 0.33 h / 0 °C

1.2: 78 percent / pyridine / 1 h / 0 °C

2.1: pyridine / toluene; tetrahydrofuran / 1 h / 0 - 20 °C

3.1: 2.66 g / toluene / 1 h / Heating

4.1: 78 percent / tetrahydrofuran; diethyl ether / 0.5 h / 0 °C

With pyridine; p-toluenesulfonyl chloride; In tetrahydrofuran; pyridine; diethyl ether; toluene; 3.1: Claisen rearrangement;

DOI:10.1021/ja0021060

Reference yield:

3-bromo-5-methoxy-benzofuran-2-carboxylic acid 3,3-dimethyl-2-methylene-cyclohexyl ester (263862-76-6) → 2-(3-bromo-5-methoxy-benzofuran-2-yl)-4-(6,6-dimethyl-cyclohex-1-enyl)-butan-2-ol (333385-23-2)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine / toluene; tetrahydrofuran / 1 h / 0 - 20 °C

2: 2.66 g / toluene / 1 h / Heating

3: 78 percent / tetrahydrofuran; diethyl ether / 0.5 h / 0 °C

With pyridine; In tetrahydrofuran; diethyl ether; toluene; 2: Claisen rearrangement;

DOI:10.1021/ja0021060

upstream raw materials:

1-(3-bromo-5-methoxy-benzofuran-2-yl)-3-(6,6-dimethyl-cyclohex-1-enyl)-propan-1-one

methyl magnesium iodide

3,3-dimethyl-2-methylenecyclohexanol

3-bromo-5-methoxybenzofuran-2-carboxylic acid

Downstream raw materials:

2-[3-(3-bromo-5-methoxy-benzofuran-2-yl)-butyl]-3,3-dimethyl-cyclohexanone

3-bromo-2-[3-(6,6-dimethyl-cyclohex-1-enyl)-1-methyl-propyl]-5-methoxy-benzofuran