C₁₃H₁₄Cl₃NO₂

Base Information

• Chemical Name: C₁₃H₁₄Cl₃NO₂
• CAS No.: 1360054-14-3
• Molecular Formula: C₁₃H₁₄Cl₃NO₂
• Molecular Weight: 322.619
• Mol file: 1360054-14-3.mol

Synonyms:C₁₃H₁₄Cl₃NO₂

Chemical Property of C₁₃H₁₄Cl₃NO₂

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₁₃H₁₄Cl₃NO₂

There total 5 articles about C₁₃H₁₄Cl₃NO₂ 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: 60.0%

(E)-5-(2-hydroxyphenyl)pent-2-enyl 2,2,2-trichloroacetimidate (1360054-10-9) → C13H14Cl3NO2 (1360054-14-3) + (S)-2,3-dihydro-2-vinyl-1-benzopyran

Guidance literature:

With C₄₃H₃₉CoNO₅Pd; In ⁽²⁾H₈-toluene; at 23 ℃; for 18h; optical yield given as %ee; Inert atmosphere;

DOI:10.1021/jo202553a

Reference yield:

2-(4,4-dibromo-but-3-enyl)phenol (1360054-30-3) → C13H14Cl3NO2 (1360054-14-3) + (S)-2,3-dihydro-2-vinyl-1-benzopyran

Guidance literature:

Multi-step reaction with 4 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C / Inert atmosphere

1.2: -78 - 20 °C / Inert atmosphere

2.1: sodium bis(2-methoxyethoxy)aluminium dihydride / diethyl ether; toluene / 16 h / 20 °C / Inert atmosphere

2.2: 1 h / Inert atmosphere

3.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 1 h / 20 °C / Inert atmosphere

4.1: C₄₃H₃₉CoNO₅Pd / ⁽²⁾H₈-toluene / 18 h / 23 °C / Inert atmosphere

With n-butyllithium; C₄₃H₃₉CoNO₅Pd; 1,8-diazabicyclo[5.4.0]undec-7-ene; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; ⁽²⁾H₈-toluene; toluene;

DOI:10.1021/jo202553a

Reference yield:

2-(5-hydroxypent-3-yn-1-yl)phenol (1360054-31-4) → C13H14Cl3NO2 (1360054-14-3) + (S)-2,3-dihydro-2-vinyl-1-benzopyran

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium bis(2-methoxyethoxy)aluminium dihydride / diethyl ether; toluene / 16 h / 20 °C / Inert atmosphere

1.2: 1 h / Inert atmosphere

2.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 1 h / 20 °C / Inert atmosphere

3.1: C₄₃H₃₉CoNO₅Pd / ⁽²⁾H₈-toluene / 18 h / 23 °C / Inert atmosphere

With C₄₃H₃₉CoNO₅Pd; 1,8-diazabicyclo[5.4.0]undec-7-ene; sodium bis(2-methoxyethoxy)aluminium dihydride; In diethyl ether; dichloromethane; ⁽²⁾H₈-toluene; toluene;

DOI:10.1021/jo202553a

upstream raw materials:

2-(4,4-dibromo-but-3-enyl)phenol

2-(5-hydroxypent-3-yn-1-yl)phenol

(E)-2-(5-hydroxypent-3-en-1-yl)phenol

(E)-5-(2-hydroxyphenyl)pent-2-enyl 2,2,2-trichloroacetimidate