N-[(1S)-1-(4-methoxyphenyl)ethyl]-N-[(1E)-1-phenylethylidene]amine

Base Information

• Chemical Name: N-[(1S)-1-(4-methoxyphenyl)ethyl]-N-[(1E)-1-phenylethylidene]amine
• CAS No.: 486991-87-1
• Molecular Formula: C₁₇H₁₉NO
• Molecular Weight: 253.344
• Mol file: 486991-87-1.mol

Synonyms:N-[(1S)-1-(4-methoxyphenyl)ethyl]-N-[(1E)-1-phenylethylidene]amine

Chemical Property of N-[(1S)-1-(4-methoxyphenyl)ethyl]-N-[(1E)-1-phenylethylidene]amine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-[(1S)-1-(4-methoxyphenyl)ethyl]-N-[(1E)-1-phenylethylidene]amine

There total 1 articles about N-[(1S)-1-(4-methoxyphenyl)ethyl]-N-[(1E)-1-phenylethylidene]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:

(S)-1-(4-methoxyphenyl)ethylamine (6298-96-0,22038-86-4,35600-82-9,41851-59-6) + acetophenone (98-86-2) → N-[(1S)-1-(4-methoxyphenyl)ethyl]-N-[(1E)-1-phenylethylidene]amine (486991-87-1)

Guidance literature:

With toluene-4-sulfonic acid; In toluene; for 72h; Heating;

DOI:10.1021/jo026460n

Reference yield: 64.0%

Acetoxyacetyl chloride (13831-31-7) + N-[(1S)-1-(4-methoxyphenyl)ethyl]-N-[(1E)-1-phenylethylidene]amine (486991-87-1) → (2R,3S)-1-[(1S)-1-(4-methoxyphenyl)ethyl]-2-methyl-4-oxo-2-phenylazetidin-3-yl acetate + (2S,3R)-1-[(1S)-1-(4-methoxyphenyl)ethyl]-2-methyl-4-oxo-2-phenylazetidin-3-yl acetate (486991-88-2)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; for 15h;

DOI:10.1021/jo026460n

Reference yield:

N-[(1S)-1-(4-methoxyphenyl)ethyl]-N-[(1E)-1-phenylethylidene]amine (486991-87-1) → tert-butyl (2S,3R)-3-(2-ethoxyethoxy)-2-methyl-4-oxo-2-phenylazetidine-1-carboxylate

Guidance literature:

Multi-step reaction with 5 steps

1: 64 percent / Et₃N / CH₂Cl₂ / 15 h / 0 - 20 °C

2: 87 percent / Ce(NH₄)2(NO₃)6 / H₂O; acetonitrile / 4 h / 0 °C

3: 87 percent / 1 M KOH / tetrahydrofuran; H₂O / 12 h / 20 °C

4: 80 percent / MeSO₃H / tetrahydrofuran / 6 h / 0 °C

5: 94 percent / Et₃N; DMAP / ethyl acetate / 36 h

With dmap; potassium hydroxide; ammonium cerium(IV) nitrate; methanesulfonic acid; triethylamine; In tetrahydrofuran; dichloromethane; water; ethyl acetate; acetonitrile; 1: Staudinger reaction;

DOI:10.1021/jo026460n

upstream raw materials:

(S)-1-(4-methoxyphenyl)ethylamine

acetophenone

Downstream raw materials:

(2S,3R)-1-[(1S)-1-(4-methoxyphenyl)ethyl]-2-methyl-4-oxo-2-phenylazetidin-3-yl acetate

(3R,4S)-3-hydroxy-4-methyl-4-phenylazetidin-2-one

(2S,3R)-2-methyl-4-oxo-2-phenylazetidin-3-yl acetate