N-Hydroxy-N-methyl-7-propoxy-2-naphthaleneethanamine

Base Information

• Chemical Name: N-Hydroxy-N-methyl-7-propoxy-2-naphthaleneethanamine
• CAS No.: 99318-09-9
• Molecular Formula: C₁₆H₂₁NO₂
• Molecular Weight: 259.348
• UNII: 5K3R6QW9QA
• DSSTox Substance ID: DTXSID40244042
• Nikkaji Number: J400.648H
• Wikidata: Q83128309
• Mol file: 99318-09-9.mol

Synonyms:N-hydroxy-N-methyl-7-propoxy-2-naphthaleneethanamine;N-methyl-N-(7-propoxynaphthalene-2-ethyl)hydroxylamine;QA 208-199

Chemical Property of N-Hydroxy-N-methyl-7-propoxy-2-naphthaleneethanamine

Chemical Property:

• Vapor Pressure: 3.14E-08mmHg at 25°C
• Boiling Point: 432°C at 760 mmHg
• Flash Point: 215.1°C
• PSA: 32.70000
• Density: 1.105g/cm³
• LogP: 3.49210
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 259.157228913
• Heavy Atom Count: 19
• Complexity: 259

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCOC1=CC2=C(C=CC(=C2)CCN(C)O)C=C1

Technology Process of N-Hydroxy-N-methyl-7-propoxy-2-naphthaleneethanamine

There total 6 articles about N-Hydroxy-N-methyl-7-propoxy-2-naphthaleneethanamine 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: 51.0%

N-methylhydroxyamine hydrochloride (4229-44-1) + 7-propoxynaphthalene-2-ethyl methanesulfonate (99318-08-8) → N-methyl-N-(7-propoxynaphthalene-2-ethyl)hydroxylamine (99318-09-9)

Guidance literature:

With triethylamine; In ethanol; for 18h; Heating;

DOI:10.1002/hlca.19880710528

Reference yield:

7-propoxynaphthalene-2-ethanol (99318-14-6) → N-methyl-N-(7-propoxynaphthalene-2-ethyl)hydroxylamine (99318-09-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / pyridine / 2 h / 0 °C

2: 51 percent / Et₃N / ethanol / 18 h / Heating

With triethylamine; In pyridine; ethanol;

DOI:10.1002/hlca.19880710528

Reference yield:

ethyl (7-hydroxy-2-naphthalenyl)acetate (99318-12-4) → N-methyl-N-(7-propoxynaphthalene-2-ethyl)hydroxylamine (99318-09-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 93 percent / HMPA, K₂CO₃ / various solvent(s) / 20 h / Heating

2: 1.) LiAlH₄; 2.) H₂O / 1.) THF, r.t., 2 h; 2.) THF, 30 min, r.t.

3: 100 percent / pyridine / 2 h / 0 °C

4: 51 percent / Et₃N / ethanol / 18 h / Heating

With N,N,N,N,N,N-hexamethylphosphoric triamide; lithium aluminium tetrahydride; water; potassium carbonate; triethylamine; In pyridine; ethanol;

DOI:10.1002/hlca.19880710528

upstream raw materials:

N-methylhydroxyamine hydrochloride

7-propoxynaphthalene-2-ethyl methanesulfonate

7-propoxynaphthalene-2-ethanol

ethyl (7-hydroxy-2-naphthalenyl)acetate

Refernces