2-(4-methylphenyl)-1-(tert-butyldimethylsilyloxy)cyclohex-1-ene

Base Information

• Chemical Name: 2-(4-methylphenyl)-1-(tert-butyldimethylsilyloxy)cyclohex-1-ene
• CAS No.: 167476-34-8
• Molecular Formula: C₁₉H₃₀OSi
• Molecular Weight: 302.532
• Mol file: 167476-34-8.mol

Synonyms:2-(4-methylphenyl)-1-(tert-butyldimethylsilyloxy)cyclohex-1-ene

Chemical Property of 2-(4-methylphenyl)-1-(tert-butyldimethylsilyloxy)cyclohex-1-ene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(4-methylphenyl)-1-(tert-butyldimethylsilyloxy)cyclohex-1-ene

There total 6 articles about 2-(4-methylphenyl)-1-(tert-butyldimethylsilyloxy)cyclohex-1-ene 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:

2-(4-methylphenyl)cyclohexanone (52776-14-4) + tert-butyldimethylsilyl chloride (18162-48-6) → 2-(4-methylphenyl)-1-(tert-butyldimethylsilyloxy)cyclohex-1-ene (167476-34-8) + 6-(4-methylphenyl)-1-(tert-butyldimethylsilyloxy)cyclohex-1-ene

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; at 130 ℃; for 90h; Title compound not separated from byproducts.;

DOI:10.1021/ja001164i

Reference yield:

1-cyclohex-1-enyl-4-methylbenzene (1821-23-4) → 2-(4-methylphenyl)-1-(tert-butyldimethylsilyloxy)cyclohex-1-ene (167476-34-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: BH₃ / tetrahydrofuran / 2 h / 0 - 25 °C

1.2: aq. H₂O₂; aq. NaOH / tetrahydrofuran

2.1: PCC / CH₂Cl₂ / 8 h / 25 °C

3.1: Et₃N / dimethylformamide / 90 h / 130 °C

With borane; triethylamine; pyridinium chlorochromate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 1.1: hydroboration / 1.2: Oxidation / 2.1: Oxidation / 3.1: enolization; silylation;

DOI:10.1021/ja001164i

Reference yield:

1-(p-methylphenyl)cyclohexanol (1821-24-5) → 2-(4-methylphenyl)-1-(tert-butyldimethylsilyloxy)cyclohex-1-ene (167476-34-8)

Guidance literature:

Multi-step reaction with 4 steps

1.1: H₂SO₄; AcOH / 0.5 h / 0 °C

2.1: BH₃ / tetrahydrofuran / 2 h / 0 - 25 °C

2.2: aq. H₂O₂; aq. NaOH / tetrahydrofuran

3.1: PCC / CH₂Cl₂ / 8 h / 25 °C

4.1: Et₃N / dimethylformamide / 90 h / 130 °C

With sulfuric acid; borane; acetic acid; triethylamine; pyridinium chlorochromate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 1.1: Dehydration / 2.1: hydroboration / 2.2: Oxidation / 3.1: Oxidation / 4.1: enolization; silylation;

DOI:10.1021/ja001164i

upstream raw materials:

2-(4-methylphenyl)cyclohexanone

tert-butyldimethylsilyl chloride

1-cyclohex-1-enyl-4-methylbenzene

1-(p-methylphenyl)cyclohexanol

Downstream raw materials:

(R)-(-)-2-(4-methylphenyl)cyclohexanone

(S)-(-)-2-(4-methylphenyl)cyclohexanone