(4-methoxynaphthalen-1-yl)(1-pentyl-1H-indol-3-yl)methanone

Base Information

• Chemical Name: (4-methoxynaphthalen-1-yl)(1-pentyl-1H-indol-3-yl)methanone
• CAS No.: 210179-46-7
• Molecular Formula: C25H25NO2
• Molecular Weight: 371.47
• European Community (EC) Number: 803-373-5
• UNII: 77E58024IT
• DSSTox Substance ID: DTXSID80175225
• Nikkaji Number: J980.247I
• Wikipedia: JWH-081
• Wikidata: Q265940
• Pharos Ligand ID: U9DVLQZ1DP1R
• ChEMBL ID: CHEMBL565042
• Mol file: 210179-46-7.mol

Synonyms:(4-methoxy-1-naphthalenyl)(1-pentyl-1H-indol-3-yl)methanone;JWH-081

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Chemical Property of (4-methoxynaphthalen-1-yl)(1-pentyl-1H-indol-3-yl)methanone

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 569.952 oC at 760 mmHg
• Flash Point: 298.497 oC
• Density: 1.113 g/cm3
• XLogP3: 6.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 7
• Exact Mass: 371.188529040
• Heavy Atom Count: 28
• Complexity: 521

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCN1C=C(C2=CC=CC=C21)C(=O)C3=CC=C(C4=CC=CC=C43)OC

Technology Process of (4-methoxynaphthalen-1-yl)(1-pentyl-1H-indol-3-yl)methanone

There total 8 articles about (4-methoxynaphthalen-1-yl)(1-pentyl-1H-indol-3-yl)methanone 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: 64.0%

1-Bromopentane (110-53-2) + ethyl 4-(3-(1-naphthoyl)-2-methyl-1H-indol-1-yl) butanoate (1427325-10-7) → JWH-081 (210179-46-7)

Guidance literature:

In hexane; water; ethyl acetate; mineral oil;

Reference yield: 24.0%

1-Bromopentane (110-53-2) + 3-(4-methoxy-1-naphthoyl)indole (210179-33-2) → JWH-081 (210179-46-7) + (1-Pentyl-1H-indol-3-yl)-(4-pentyloxy-naphthalen-1-yl)-methanone

Guidance literature:

With potassium hydroxide; In dimethyl sulfoxide; at 80 ℃;

DOI:10.1021/jo972351a

Reference yield:

indole (120-72-9) → JWH-081 (210179-46-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 58 percent / methylmagnesium bromide / tetrahydrofuran / 1.5 h / Heating

2: 20 percent / KOH / dimethylsulfoxide / 80 °C

With potassium hydroxide; methylmagnesium bromide; In tetrahydrofuran; dimethyl sulfoxide;

DOI:10.1021/jo972351a

upstream raw materials:

1-Bromopentane

3-(4-methoxy-1-naphthoyl)indole

indole

4-methoxy-1-naphthoic acid chloride

Downstream raw materials:

4-hydroxynaphthalen-1-yl-(1-pentylindol-3-yl) methanone

Refernces

• 1、 Huffman, John W.,Wu, Ming-Jung,Lu, Jianzhong. "A Very Facile SNAr Reaction with Elimination of Methoxide". . p. 4510 - 4514. Retrieved 2007/10/03.