N-(1-cyclopropylethyl)-3-methoxyaniline

Base Information

• Chemical Name: N-(1-cyclopropylethyl)-3-methoxyaniline
• CAS No.: 1186468-22-3
• Molecular Formula: C₁₂H₁₇NO
• Molecular Weight: 191.273
• Mol file: 1186468-22-3.mol

Synonyms:N-(1-cyclopropylethyl)-3-methoxyaniline

Chemical Property of N-(1-cyclopropylethyl)-3-methoxyaniline

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of N-(1-cyclopropylethyl)-3-methoxyaniline

There total 3 articles about N-(1-cyclopropylethyl)-3-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: 88.0%

2-methylhept-2-en-6-yne (22842-10-0) + m-Anisidine (536-90-3,918666-97-4) → N-(1-cyclopropylethyl)-3-methoxyaniline (1186468-22-3)

Guidance literature:

With (S)-3,3'-bis(2,4,6-tri-iso-propylphenyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate; [(1,1′-biphenyl-2-yl)di-tert-butylphosphine]gold(I) trifluoromethanesulfonate; diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; In benzene; at 40 ℃; for 72h; optical yield given as %ee; enantioselective reaction; Molecular sieve;

DOI:10.1021/ol901443b

Reference yield:

Cyclopropyl methyl ketone (765-43-5) + m-Anisidine (536-90-3,918666-97-4) → N-(1-cyclopropylethyl)-3-methoxyaniline (1186468-22-3) + N-(1-cyclopropylethyl)-3-methoxyaniline (1379442-05-3)

Guidance literature:

With C₈₀H₉₁IrN₂O₆PS; hydrogen; In toluene; at 35 ℃; for 20h; under 3750.38 Torr; enantioselective reaction; Molecular sieve; Autoclave;

DOI:10.3390/molecules15042453

Reference yield:

Cyclopropylacetylene (6746-94-7) + m-Anisidine (536-90-3,918666-97-4) → N-(1-cyclopropylethyl)-3-methoxyaniline (1186468-22-3) + N-(1-cyclopropylethyl)-3-methoxyaniline (1379442-05-3)

Guidance literature:

With (S)-3,3'-bis(2,4,6-tri-iso-propylphenyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate; [(1,1′-biphenyl-2-yl)di-tert-butylphosphine]gold(I) trifluoromethanesulfonate; diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; In benzene; at 40 ℃; for 40h; optical yield given as %ee; enantioselective reaction; Molecular sieve;

DOI:10.1021/ol901443b

upstream raw materials:

2-methylhept-2-en-6-yne

m-Anisidine

Cyclopropylacetylene

Cyclopropyl methyl ketone

Refernces

• 1、 Liu, Xin-Yuan,Che, Chi-Ming. "Highly enantioselective synthesis of chiral secondary amines by gold(I)/ chiral bronsted acid catalyzed tandem intermodular hydroamination and transfer hydrogenation reactions". supporting information; experimental part. p. 4204 - 4207. Retrieved 2009/12/31.