2-Allyl-5-methoxyaniline

Base Information

• Chemical Name: 2-Allyl-5-methoxyaniline
• CAS No.: 59816-85-2
• Molecular Formula: C10H13NO
• Molecular Weight: 163.219
• Mol file: 59816-85-2.mol

Synonyms:5-methoxy-2-allylaniline;2-allyl-5-methoxyaniline;2-Allyl-5-methoxy-phenylamine;4-allyl-3-aminoanisole;2-(2-Propenyl)-5-methoxy-anilin;

Chemical Property of 2-Allyl-5-methoxyaniline

Chemical Property:

• PSA: 35.25000
• LogP: 2.58710

Purity/Quality:

98%min ^*data from raw suppliers

2-Allyl-5-methoxyaniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-Allyl-5-methoxyaniline

There total 4 articles about 2-Allyl-5-methoxyaniline 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: 43.0%

N-allyl-3-methoxyaniline (117531-37-0) → 2-allyl-5-methoxy-phenylamine (59816-85-2)

Guidance literature:

boron trifluoride diethyl etherate;

DOI:10.1016/S0040-4039(00)91811-2

Reference yield:

1-allyl-4-methoxy-2-nitrobenzene (848492-86-4) → 2-allyl-5-methoxy-phenylamine (59816-85-2)

Guidance literature:

With acetic acid; zinc; In ethanol; at 20 ℃; for 1h; Inert atmosphere;

DOI:10.1021/ol100220c

Reference yield:

m-Anisidine (536-90-3,918666-97-4) → 2-allyl-5-methoxy-phenylamine (59816-85-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 72 percent / dimethylformamide / 40 °C

2: 43 percent / BF₃*OEt₂ / tetrahydrothiophene 1,1-dioxide / 1 h / 170 - 180 °C

With boron trifluoride diethyl etherate; In sulfolane; N,N-dimethyl-formamide;

DOI:10.1055/s-1995-4434

upstream raw materials:

N-allyl-3-methoxyaniline

m-Anisidine

1-allyl-4-methoxy-2-nitrobenzene

Downstream raw materials:

N,2-diallyl-5-methoxyaniline

N-(2-allyl-5-methoxy-phenyl)-4-methyl-benzenesulfonamide

(S)-2-(iodomethyl)-6-methoxy-1-tosylindoline

Refernces

• 1、 Li, Xinyu,Li, Cheng,Zhang, Wenjing,Lu, Xiang,Han, Shiqing,Hong, Ran. "Highly stereoselective 7-endo-trig /ring contraction cascade to construct pyrrolo[1,2- a ]quinoline derivatives". supporting information; experimental part. p. 1696 - 1699. Retrieved 2010/09/05.
• 2、 Lai,Anderson. "A concise synthesis of a benzimidazole analogue of mycophenolic acid using a BF3-Et2O catalyzed amino-Claisen rearrangement". . p. 6849 - 6852. Retrieved 2007/10/02.