8-Methoxy-n,n-dipropyl-1,2,3,4-tetrahydronaphthalen-2-amine

Base Information

• Chemical Name: 8-Methoxy-n,n-dipropyl-1,2,3,4-tetrahydronaphthalen-2-amine
• CAS No.: 3897-94-7
• Molecular Formula: C17H27 N O
• Molecular Weight: 261.4
• Hs Code.: 2922299090
• DSSTox Substance ID: DTXSID00959822
• Nikkaji Number: J362.453F
• ChEMBL ID: CHEMBL11760
• Mol file: 3897-94-7.mol

Synonyms:(+)-8-methoxy-2-(di-n-propylamino)tetralin;(-)-8-methoxy-2-(di-n-propylamino)tetralin;8-methoxy-2-(di-n-propylamino)tetralin;8-methoxy-2-(di-n-propylamino)tetralin hydrochloride, (+)-isomer;8-methoxy-2-(di-n-propylamino)tetralin hydrochloride, (+-)-isomer;8-methoxy-2-(di-n-propylamino)tetralin hydrochloride, (-)-isomer;8-methoxy-2-(di-n-propylamino)tetralin, (+-)-isomer;8-OMe-DPAT

Chemical Property of 8-Methoxy-n,n-dipropyl-1,2,3,4-tetrahydronaphthalen-2-amine

Chemical Property:

• Vapor Pressure: 6.18E-06mmHg at 25°C
• Boiling Point: 378.7°Cat760mmHg
• Flash Point: 111.6°C
• PSA: 12.47000
• Density: 0.98g/cm³
• LogP: 3.67450
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 261.209264485
• Heavy Atom Count: 19
• Complexity: 250

Purity/Quality:

≥99% ^*data from raw suppliers

8-METHOXY-N,N-DIPROPYL-1,2,3,4-TETRAHYDRONAPHTHALEN-2-AMINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCN(CCC)C1CCC2=C(C1)C(=CC=C2)OC

Technology Process of 8-Methoxy-n,n-dipropyl-1,2,3,4-tetrahydronaphthalen-2-amine

There total 12 articles about 8-Methoxy-n,n-dipropyl-1,2,3,4-tetrahydronaphthalen-2-amine 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: 66.0%

1-iodo-propane (107-08-4) + 8-Methoxy-(2R)-2-amino-1,2,3,4-tetrahydronaphthalene hydrochloride (3880-76-0) → 8-methoxy-2-(di-n-propylamino)tetralin (3897-94-7)

Guidance literature:

With potassium carbonate; In acetonitrile; for 96h; Ambient temperature;

DOI:10.1080/00397919208020492

Reference yield:

(2-methoxy benzyl) succinic anhydride (32298-35-4) → 8-methoxy-2-(di-n-propylamino)tetralin (3897-94-7)

Guidance literature:

Multi-step reaction with 5 steps

1: 54 percent / AlCl₃ / nitrobenzene / 0.08 h

2: 96 percent / H₂ / 10percent Pd/C / acetic acid / 70 - 80 °C / 760 Torr

3: 75 percent / diphenylphosphoryl azide, Et₃N / 18 h / Heating

4: 74 percent / 4N HCl / ethyl acetate / 3 h

5: 66 percent / K₂CO₃ / acetonitrile / 96 h / Ambient temperature

With hydrogenchloride; aluminium trichloride; diphenylphosphoranyl azide; hydrogen; potassium carbonate; triethylamine; palladium on activated charcoal; In acetic acid; ethyl acetate; nitrobenzene; acetonitrile;

DOI:10.1080/00397919208020492

Reference yield:

(2-methoxyphenyl)methanol (612-16-8) → 8-methoxy-2-(di-n-propylamino)tetralin (3897-94-7)

Guidance literature:

Multi-step reaction with 8 steps

1: 86 percent / thionyl chloride, pyridine / toluene / Ambient temperature

2: 1.) Na, 3.) 2N NaOH

3: 88 percent / acetic anhydride / 2 h / Heating

4: 54 percent / AlCl₃ / nitrobenzene / 0.08 h

5: 96 percent / H₂ / 10percent Pd/C / acetic acid / 70 - 80 °C / 760 Torr

6: 75 percent / diphenylphosphoryl azide, Et₃N / 18 h / Heating

7: 74 percent / 4N HCl / ethyl acetate / 3 h

8: 66 percent / K₂CO₃ / acetonitrile / 96 h / Ambient temperature

With pyridine; hydrogenchloride; sodium hydroxide; aluminium trichloride; thionyl chloride; diphenylphosphoranyl azide; hydrogen; sodium; acetic anhydride; potassium carbonate; triethylamine; palladium on activated charcoal; In acetic acid; ethyl acetate; nitrobenzene; toluene; acetonitrile;

DOI:10.1080/00397919208020492

upstream raw materials:

1-iodo-propane

8-Methoxy-(2R)-2-amino-1,2,3,4-tetrahydronaphthalene hydrochloride

8-methoxy-2-tetralone

di-n-propylamine

Downstream raw materials:

(+/-)-8-OH-DPAT hydrobromide

8-hydroxy-2-(di-N-propylamino)tetralin

Refernces

• 1、 -. "METHOD OF INHIBITING GASTRIC ACID SECRETION". . . Retrieved 2008/06/13.
• 2、 Hibert,McDermott,Middlemiss,Mir,Fozard. "Radioligand binding study of a series of 5-HT(1A) receptor agonists and definition of a steric model of this site". . p. 31 - 37. Retrieved 2007/10/02.