[(1R,6R)-3-methyl-6-(1-prop-1-en-2-yl)-cyclohex-2-enyl]-4-pentylbenzene

Base Information

• Chemical Name: [(1R,6R)-3-methyl-6-(1-prop-1-en-2-yl)-cyclohex-2-enyl]-4-pentylbenzene
• CAS No.: 1381973-51-8
• Molecular Formula: C₂₁H₃₀
• Molecular Weight: 282.469
• Mol file: 1381973-51-8.mol

Synonyms:[(1R,6R)-3-methyl-6-(1-prop-1-en-2-yl)-cyclohex-2-enyl]-4-pentylbenzene

Chemical Property of [(1R,6R)-3-methyl-6-(1-prop-1-en-2-yl)-cyclohex-2-enyl]-4-pentylbenzene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [(1R,6R)-3-methyl-6-(1-prop-1-en-2-yl)-cyclohex-2-enyl]-4-pentylbenzene

There total 8 articles about [(1R,6R)-3-methyl-6-(1-prop-1-en-2-yl)-cyclohex-2-enyl]-4-pentylbenzene 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: 82.0%

diethyl 2-[(1R,6R)-3-methyl-6-(1-prop-1-en-2-yl)-cyclohex-2-enyl]-5-pentylphenyl phosphate (1415961-22-6) → [(1R,6R)-3-methyl-6-(1-prop-1-en-2-yl)-cyclohex-2-enyl]-4-pentylbenzene (1381973-51-8)

Guidance literature:

With ammonia; lithium; In tetrahydrofuran; at -78 ℃; for 2h; Inert atmosphere;

DOI:10.1016/j.tetlet.2012.10.080

Reference yield:

3-pentyl phenol (20056-66-0) → [(1R,6R)-3-methyl-6-(1-prop-1-en-2-yl)-cyclohex-2-enyl]-4-pentylbenzene (1381973-51-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: magnesium sulfate; boron trifluoride diethyl etherate / dichloromethane / 1.5 h / -78 - -10 °C / Inert atmosphere

2.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 °C / Inert atmosphere

2.2: 1 h / 0 °C / Inert atmosphere

3.1: ammonia; lithium / tetrahydrofuran / 2 h / -78 °C / Inert atmosphere

With boron trifluoride diethyl etherate; ammonia; lithium; sodium hydride; magnesium sulfate; In tetrahydrofuran; dichloromethane; mineral oil; 1.1: |Friedel-Crafts Alkylation;

DOI:10.1016/j.tetlet.2012.10.080

Reference yield:

(4R)-limonene 1,2-epoxide (1195-92-2) → [(1R,6R)-3-methyl-6-(1-prop-1-en-2-yl)-cyclohex-2-enyl]-4-pentylbenzene (1381973-51-8)

Guidance literature:

Multi-step reaction with 6 steps

1.1: water / 18 h / 20 °C / Reflux

2.1: dihydrogen peroxide / water; acetonitrile / 2 h / 20 °C / Cooling with ice

3.1: 180 °C / 1 Torr / Pyrolysis

4.1: magnesium sulfate; boron trifluoride diethyl etherate / dichloromethane / 1.5 h / -78 - -10 °C / Inert atmosphere

5.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 °C / Inert atmosphere

5.2: 1 h / 0 °C / Inert atmosphere

6.1: ammonia; lithium / tetrahydrofuran / 2 h / -78 °C / Inert atmosphere

With boron trifluoride diethyl etherate; ammonia; dihydrogen peroxide; lithium; sodium hydride; magnesium sulfate; In tetrahydrofuran; dichloromethane; water; acetonitrile; mineral oil; 3.1: |Cope Elimination / 4.1: |Friedel-Crafts Alkylation;

DOI:10.1016/j.tetlet.2012.10.080

upstream raw materials:

3-methyl-phenol

D-limonene

3-pentyl phenol

(4R)-limonene 1,2-epoxide

Refernces