C₁₄H₁₈O

Base Information

• Chemical Name: C₁₄H₁₈O
• CAS No.: 1542147-99-8
• Molecular Formula: C₁₄H₁₈O
• Molecular Weight: 202.296
• Mol file: 1542147-99-8.mol

Synonyms:C₁₄H₁₈O

Chemical Property of C₁₄H₁₈O

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₁₄H₁₈O

There total 7 articles about C₁₄H₁₈O 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:

(S)-1-(1,4,5,6-tetrahydro-[1,1'-biphenyl]-2-yl)ethanone (1542147-98-7) → C14H18O + C14H18O (1542147-99-8)

Guidance literature:

With N,N-diethylaniline borane; Trimethyl borate; (S)-diphenylprolinol; In tetrahydrofuran; at 0 - 5 ℃; for 2h; Overall yield = 78 %; Overall yield = 399 mg; diastereoselective reaction;

DOI:10.1021/ol403472y

Reference yield:

C14H18O (1542147-96-5) → C14H18O (1542147-99-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 4-methylmorpholine N-oxide; tetrapropylammonium perruthennate / dichloromethane / 0.5 h / 20 °C / Molecular sieve

2: (S)-diphenylprolinol; Trimethyl borate; N,N-diethylaniline borane / tetrahydrofuran / 2 h / 0 - 5 °C

With N,N-diethylaniline borane; tetrapropylammonium perruthennate; Trimethyl borate; (S)-diphenylprolinol; 4-methylmorpholine N-oxide; In tetrahydrofuran; dichloromethane;

DOI:10.1021/ol403472y

Reference yield:

cyclohexenone (930-68-7) → C14H18O (1542147-99-8)

Guidance literature:

Multi-step reaction with 7 steps

1.1: bromine; triethylamine / dichloromethane / 0.08 h / 0 °C

2.1: (S)-diphenylprolinol; Trimethyl borate; N,N-diethylaniline borane / tetrahydrofuran / 19.17 h / -10 - 20 °C

3.1: dicyclohexyl-carbodiimide; dmap / dichloromethane / 1 h / 20 °C

4.1: tetrahydrofuran / 1 h / 0 °C

5.1: tert.-butyl lithium / tetrahydrofuran; pentane / 1 h / -78 °C

5.2: 1 h / -78 - 0 °C

6.1: 4-methylmorpholine N-oxide; tetrapropylammonium perruthennate / dichloromethane / 0.5 h / 20 °C / Molecular sieve

7.1: (S)-diphenylprolinol; Trimethyl borate; N,N-diethylaniline borane / tetrahydrofuran / 2 h / 0 - 5 °C

With dmap; N,N-diethylaniline borane; tetrapropylammonium perruthennate; Trimethyl borate; (S)-diphenylprolinol; bromine; tert.-butyl lithium; 4-methylmorpholine N-oxide; triethylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane; pentane;

DOI:10.1021/ol403472y

upstream raw materials:

C₁₄H₁₈O

cyclohexenone

(R)-2-bromocyclohex-2-en-1-yl picolinate

(1R)-2-bromocyclohex-2-en-1-ol

Downstream raw materials:

(2S,6S)-2,6-diphenylcyclohexanone

[(1R,3R,Z)-2-ethylidene-3-methylcyclohexyl]benzene

(2R,6S)-2-methyl-6-phenylcyclohexanone

[(1R,3R,Z)-3-butyl-2-ethylidenecyclohexyl]benzene