14-(Methyl-phenyl-amino)-tetradec-13-yn-1-ol

Base Information

• Chemical Name: 14-(Methyl-phenyl-amino)-tetradec-13-yn-1-ol
• CAS No.: 75416-59-0
• Molecular Formula: C₂₁H₃₃NO
• Molecular Weight: 315.499
• Mol file: 75416-59-0.mol

Synonyms:

Chemical Property of 14-(Methyl-phenyl-amino)-tetradec-13-yn-1-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 14-(Methyl-phenyl-amino)-tetradec-13-yn-1-ol

There total 7 articles about 14-(Methyl-phenyl-amino)-tetradec-13-yn-1-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:

cyclododecanone (830-13-7) → 14-(Methyl-phenyl-amino)-tetradec-13-yn-1-ol (75416-59-0)

Guidance literature:

Multi-step reaction with 7 steps

1: 90 percent / MCPBA / CH₂Cl₂ / 20 h / Heating

2: 97 percent / HCl / 3 h / 25 °C

3: 85 percent / diisopropylethylamine / 18 h / 150 °C / other reaction conditions

4: 1.) LiAlH₄, 2.) H₂O / 1.)Et₂O, 2 h

5: methyltriphenoxyphosphonium iodide

6: 2.) NH₄Cl/NH₄OH / 1.) HMPA, THF, 70 deg C, 3 h, 2.) -40 deg C

7: 1.) t-butyllithium, 2.) NH₄Cl/NH₄OH / 1.) THF, from -78 deg C to 25 deg C and 15 min at room temperature, 2.) 40 deg C, H₂O

With hydrogenchloride; ammonium hydroxide; lithium aluminium tetrahydride; methyltriphenoxyphosphonium iodide; water; tert.-butyl lithium; ammonium chloride; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; In dichloromethane;

DOI:10.1016/S0040-4039(00)92763-1

Reference yield:

[14-(2-Bromo-allyloxy)-tetradec-1-ynyl]-methyl-phenyl-amine (75416-58-9) → 14-(Methyl-phenyl-amino)-tetradec-13-yn-1-ol (75416-59-0)

Guidance literature:

With ammonium hydroxide; tert.-butyl lithium; ammonium chloride; Yield given. Multistep reaction; 1.) THF, from -78 deg C to 25 deg C and 15 min at room temperature, 2.) 40 deg C, H₂O;

DOI:10.1016/S0040-4039(00)92763-1

Reference yield:

oxacyclotridecan-2-one (947-05-7) → 14-(Methyl-phenyl-amino)-tetradec-13-yn-1-ol (75416-59-0)

Guidance literature:

Multi-step reaction with 6 steps

1: 97 percent / HCl / 3 h / 25 °C

2: 85 percent / diisopropylethylamine / 18 h / 150 °C / other reaction conditions

3: 1.) LiAlH₄, 2.) H₂O / 1.)Et₂O, 2 h

4: methyltriphenoxyphosphonium iodide

5: 2.) NH₄Cl/NH₄OH / 1.) HMPA, THF, 70 deg C, 3 h, 2.) -40 deg C

6: 1.) t-butyllithium, 2.) NH₄Cl/NH₄OH / 1.) THF, from -78 deg C to 25 deg C and 15 min at room temperature, 2.) 40 deg C, H₂O

With hydrogenchloride; ammonium hydroxide; lithium aluminium tetrahydride; methyltriphenoxyphosphonium iodide; water; tert.-butyl lithium; ammonium chloride; N-ethyl-N,N-diisopropylamine;

DOI:10.1016/S0040-4039(00)92763-1

upstream raw materials:

[14-(2-Bromo-allyloxy)-tetradec-1-ynyl]-methyl-phenyl-amine

oxacyclotridecan-2-one

methyl 12-hydroxydodecanoate

12-(2-Bromo-allyloxy)-dodecan-1-ol

Downstream raw materials:

Methyl-((Z)-oxacyclopentadec-2-en-2-yl)-phenyl-amine