3,3,4-trimethyl-4-p-tolylcyclopentanol

Base Information

• Chemical Name: 3,3,4-trimethyl-4-p-tolylcyclopentanol
• CAS No.: 887906-92-5
• Molecular Formula: C₁₅H₂₂O
• Molecular Weight: 218.339
• Mol file: 887906-92-5.mol

Synonyms:3,3,4-trimethyl-4-p-tolylcyclopentanol

Chemical Property of 3,3,4-trimethyl-4-p-tolylcyclopentanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3,3,4-trimethyl-4-p-tolylcyclopentanol

There total 4 articles about 3,3,4-trimethyl-4-p-tolylcyclopentanol 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: 85.0%

1-(1-allyl-1,2,2-trimethyl-but-3-enyl)-4-methyl-benzene (887906-90-3) → 3,3,4-trimethyl-4-p-tolylcyclopentanol (887906-92-5,24887-33-0)

Guidance literature:

1-(1-allyl-1,2,2-trimethyl-but-3-enyl)-4-methyl-benzene; With 9-borabicyclo[3.3.1]nonane dimer; In tetrahydrofuran; at 20 ℃; for 1.5h;

With sodium hydroxide; dihydrogen peroxide; at 20 ℃; for 0.5h;

DOI:10.1016/j.tetlet.2006.03.012

Reference yield:

3,4,4-trimethyl-3-p-tolyl-hex-5-enal (887906-89-0) → 3,3,4-trimethyl-4-p-tolylcyclopentanol (887906-92-5,24887-33-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 88 percent / t-BuOK; PPh₃ / 2-methyl-propan-2-ol / 6 h / 0 °C

2.1: 9-BBN / tetrahydrofuran / 1.5 h / 20 °C

2.2: 85 percent / aq. H₂O₂; NaOH / 0.5 h / 20 °C

With 9-borabicyclo[3.3.1]nonane dimer; potassium tert-butylate; triphenylphosphine; In tetrahydrofuran; tert-butyl alcohol; 1.1: Wittig olefination;

DOI:10.1016/j.tetlet.2006.03.012

Reference yield:

2-(p-tolyl) 2,3,3-trimethyl-pent 1-al 4-ene (188047-56-5) → 3,3,4-trimethyl-4-p-tolylcyclopentanol (887906-92-5,24887-33-0)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 77 percent / t-BuOK; PPh₃ / 2-methyl-propan-2-ol; tetrahydrofuran / 6 h / 0 °C

2.1: 90 percent / aq. HCl / 4 h / 20 °C

3.1: 88 percent / t-BuOK; PPh₃ / 2-methyl-propan-2-ol / 6 h / 0 °C

4.1: 9-BBN / tetrahydrofuran / 1.5 h / 20 °C

4.2: 85 percent / aq. H₂O₂; NaOH / 0.5 h / 20 °C

With hydrogenchloride; 9-borabicyclo[3.3.1]nonane dimer; potassium tert-butylate; triphenylphosphine; In tetrahydrofuran; tert-butyl alcohol; 1.1: Wittig olefination / 3.1: Wittig olefination;

DOI:10.1016/j.tetlet.2006.03.012

upstream raw materials:

1-(1-allyl-1,2,2-trimethyl-but-3-enyl)-4-methyl-benzene

1-[1-((Z)-2-Methoxy-vinyl)-1,2,2-trimethyl-but-3-enyl]-4-methyl-benzene

3,4,4-trimethyl-3-p-tolyl-hex-5-enal

2-(p-tolyl) 2,3,3-trimethyl-pent 1-al 4-ene