(2-Methoxyphenyl)(morpholin-4-yl)methanone

Base Information

• Chemical Name: (2-Methoxyphenyl)(morpholin-4-yl)methanone
• CAS No.: 329694-37-3
• Molecular Formula: C₁₂H₁₅NO₃
• Molecular Weight: 221.256
• Nikkaji Number: J2.208.519K
• Mol file: 329694-37-3.mol

Synonyms:o-Anisic acid, morpholide;(2-methoxyphenyl)(morpholin-4-yl)methanone;(2-Methoxyphenyl)(morpholino)methanone;TimTec1_001602;SCHEMBL12766946;(2-Methoxyphenyl)morpholino ketone;HMS1538I18;STK408264;AKOS003264534;Z31721196

Chemical Property of (2-Methoxyphenyl)(morpholin-4-yl)methanone

Chemical Property:

• Vapor Pressure: 2.03E-06mmHg at 25°C
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 221.10519334
• Heavy Atom Count: 16
• Complexity: 238

Purity/Quality:

98%Min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=CC=CC=C1C(=O)N2CCOCC2

Technology Process of (2-Methoxyphenyl)(morpholin-4-yl)methanone

There total 12 articles about (2-Methoxyphenyl)(morpholin-4-yl)methanone 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: 100.0%

morpholine (110-91-8,99108-56-2) + 2-Methoxybenzoic acid (579-75-9) → (2-methoxy-phenyl)-(morpholin-4-yl)methanone (329694-37-3)

Guidance literature:

2-Methoxybenzoic acid; With ethanaminium,N-(difluoro-λ⁴-sulfanylidene)-N-ethyl-,tetrafluoroborate; In ethyl acetate; at 21 ℃; for 2h; Inert atmosphere;

morpholine; In ethyl acetate; at 21 ℃; for 1h; Inert atmosphere;

DOI:10.1002/ejoc.201300289

Reference yield: 88.0%

morpholine (110-91-8,99108-56-2) + ortho-anisaldehyde (135-02-4) → (2-methoxy-phenyl)-(morpholin-4-yl)methanone (329694-37-3)

Guidance literature:

morpholine; With C₁₂H₃₀NaO₆⁽¹⁺⁾*C₅₆H₈₄O₄Sm^(1-); In tetrahydrofuran; for 0.5h; Inert atmosphere;

ortho-anisaldehyde; In tetrahydrofuran; at 25 ℃; for 3h; Inert atmosphere;

DOI:10.1021/jo802617d

Reference yield: 86.0%

4-morpholinocarbonyl chloride (15159-40-7) + 5,5-dimethyl-2-(2-methoxyphenyl)-[1,3,2]dioxaborinane (335343-05-0) → (2-methoxy-phenyl)-(morpholin-4-yl)methanone (329694-37-3)

Guidance literature:

With cesium fluoride; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; at 80 ℃; for 16h;

DOI:10.1021/jo050459h

upstream raw materials:

morpholine

2-Methoxybenzoyl chloride

4-morpholinocarbonyl chloride

5,5-dimethyl-2-(2-methoxyphenyl)-[1,3,2]dioxaborinane

Refernces

• 1、 -. "METHODS OF CONTROLLING CROP PESTS USING AROMATIC AMIDE INSECT REPELLENTS, METHODS OF MAKING AROMATIC AMIDE INSECT REPELLENTS, AND NOVEL AROMATIC AMIDE INSECT REPELLENTS". Paragraph 0068-0069. . Retrieved 2022/03/18.
• 2、 Cederbalk, Anna,Lysén, Morten,Kehler, Jan,Kristensen, Jesper L.. "Ortho lithiation-in situ borylation of substituted morpholine benzamides". . p. 1576 - 1582. Retrieved 2017/03/08.