4-(1H-2-Benzopyran-4(3H)-ylidene)-1-benzylpiperidine

Base Information

• Chemical Name: 4-(1H-2-Benzopyran-4(3H)-ylidene)-1-benzylpiperidine
• CAS No.: 85684-83-9
• Molecular Formula: C21H23NO
• Molecular Weight: 305.42
• DSSTox Substance ID: DTXSID90542085
• Wikidata: Q82418618
• Mol file: 85684-83-9.mol

Synonyms:85684-83-9;4-(1H-2-Benzopyran-4(3H)-ylidene)-1-benzylpiperidine;DTXSID90542085

Chemical Property of 4-(1H-2-Benzopyran-4(3H)-ylidene)-1-benzylpiperidine

Chemical Property:

• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 305.177964357
• Heavy Atom Count: 23
• Complexity: 414

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CN(CCC1=C2COCC3=CC=CC=C32)CC4=CC=CC=C4

Technology Process of 4-(1H-2-Benzopyran-4(3H)-ylidene)-1-benzylpiperidine

There total 5 articles about 4-(1H-2-Benzopyran-4(3H)-ylidene)-1-benzylpiperidine 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: 45.0%

2-(1-benzyl-4-piperidylidene)-2-(2-hydroxymethylphenyl)ethanol (86727-19-7) → 1-benzyl-4-(4-isochromanylidene)piperidine (85684-83-9)

Guidance literature:

With aluminum oxide; at 150 ℃; for 23h;

DOI:10.1248/cpb.31.521

Reference yield:

1-phenylmethyl-4-piperidone (3612-20-2) → 1-benzyl-4-(4-isochromanylidene)piperidine (85684-83-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) NaH / 1.) mineral oil, benzene, room temperature, 30 min; 2.) benzene, room temperature, 4 h

2: 10 h / Heating

3: 82 percent / LiAlH₄ / diethyl ether / 3 h / Heating

4: 45 percent / Al₂O₃ / 23 h / 150 °C

With aluminum oxide; lithium aluminium tetrahydride; sodium hydride; In diethyl ether;

DOI:10.1248/cpb.31.521

Reference yield:

diethyl homophthalate (14961-34-3) → 1-benzyl-4-(4-isochromanylidene)piperidine (85684-83-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) NaH / 1.) mineral oil, benzene, room temperature, 30 min; 2.) benzene, room temperature, 4 h

2: 10 h / Heating

3: 82 percent / LiAlH₄ / diethyl ether / 3 h / Heating

4: 45 percent / Al₂O₃ / 23 h / 150 °C

With aluminum oxide; lithium aluminium tetrahydride; sodium hydride; In diethyl ether;

DOI:10.1248/cpb.31.521

upstream raw materials:

2-(1-benzyl-4-piperidylidene)-2-(2-hydroxymethylphenyl)ethanol

1-phenylmethyl-4-piperidone

diethyl homophthalate

diethyl α-(1-benzyl-4-piperidylidene)homophthalate

Downstream raw materials:

1-benzyl-4-(4-isochromanyl)piperidine

Refernces