2-(4-(Benzyloxy)-1H-indol-3-yl)acetonitrile

Base Information

• Chemical Name: 2-(4-(Benzyloxy)-1H-indol-3-yl)acetonitrile
• CAS No.: 1464-11-5
• Molecular Formula: C17H14N2O
• Molecular Weight: 262.311
• Hs Code.: 2933990090
• European Community (EC) Number: 861-301-8
• DSSTox Substance ID: DTXSID40454386
• Nikkaji Number: J908.782F
• Wikidata: Q72442316
• ChEMBL ID: CHEMBL2377606
• Mol file: 1464-11-5.mol

Synonyms:1464-11-5;2-(4-(Benzyloxy)-1H-indol-3-yl)acetonitrile;4-benzyloxy-3-indoleacetonitrile;4-Benzyloxyindole-3-acetonitrile;2-(4-phenylmethoxy-1H-indol-3-yl)acetonitrile;2-[4-(benzyloxy)-1H-indol-3-yl]acetonitrile;[4-(Benzyloxy)-1H-indol-3-yl]acetonitrile;1H-Indole-3-acetonitrile,4-(phenylmethoxy)-;SCHEMBL5265155;CHEMBL2377606;DTXSID40454386;MFCD07368281;4-Benzyloxy-1H-indole-3-acetonitrile;AKOS015912169;AC-4251;CS-0253145;FT-0633570;F73354;2-(4-phenylmethoxy-1H-indol-3-yl)ethanenitrile;EN300-6253622;A808504;Z2044817668

Chemical Property of 2-(4-(Benzyloxy)-1H-indol-3-yl)acetonitrile

Chemical Property:

• Appearance/Colour: Light brown solid
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 97-100 °C
• Refractive Index: 1.667
• Boiling Point: 502.331 °C at 760 mmHg
• PKA: 16.48±0.30(Predicted)
• Flash Point: 257.601 °C
• PSA: 48.81000
• Density: 1.233 g/cm³
• LogP: 3.81298
• Storage Temp.: 2-8°C
• Solubility.: DCM, Ethyl Acetate,
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 262.110613074
• Heavy Atom Count: 20
• Complexity: 355

Purity/Quality:

97% ^*data from raw suppliers

4-Benzyloxyindole-3-acetonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC2=CC=CC3=C2C(=CN3)CC#N
• Uses: A tryptamine derivative, also an intermediate in the synthesis of the neurotransmitter agonist 4-Hydroxytryptamine Creatinine

Technology Process of 2-(4-(Benzyloxy)-1H-indol-3-yl)acetonitrile

There total 12 articles about 2-(4-(Benzyloxy)-1H-indol-3-yl)acetonitrile 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: 89.0%

4-benzyloxyindole-3-carbaldehyde (7042-71-9) + sodium cyanide (143-33-9,25596-52-5) → 4-benzyloxyindole-3-acetonitrile (1464-11-5) + N-(4-benzyloxyindol-3-yl)methylformamide

Guidance literature:

With sodium tetrahydroborate; In methanol; formamide; at 100 ℃; for 5h;

DOI:10.3987/com-97-s(n)38

Reference yield:

4-benzyloxy-1H-indole (20289-26-3) → 4-benzyloxyindole-3-acetonitrile (1464-11-5)

Guidance literature:

Multi-step reaction with 3 steps

1: acetic acid; methanol

3: H₂O / Heating

In methanol; water; acetic acid;

DOI:10.1016/0040-4039(96)01583-3

Reference yield:

1H-indol-4-ol (2380-94-1) → 4-benzyloxyindole-3-acetonitrile (1464-11-5)

Guidance literature:

Multi-step reaction with 4 steps

1: K₂CO₃ / acetone / Heating

2: acetic acid; methanol

4: H₂O / Heating

With potassium carbonate; In methanol; water; acetic acid; acetone;

DOI:10.1016/0040-4039(96)01583-3

upstream raw materials:

4-benzyloxy-3-dimethylaminomethylindole

sodium cyanide

4-benzyloxyindole-3-carbaldehyde

1H-indol-4-ol

Downstream raw materials:

4-hydroxyindole-3-acetonirile

2-(4-(benzyloxy)-1H-indol-3-yl)-N-methylethan-1-amine

(4-benzyloxy-indol-3-yl)-acetic acid methylamide

ethyl-[2-(4-benzyloxy-indol-3-yl)-ethyl]-amine