N-(1-bicyclo[2.2.1]hept-2-ylethyl)-3,4,5-trimethoxybenzamide

Base Information

• Chemical Name: N-(1-bicyclo[2.2.1]hept-2-ylethyl)-3,4,5-trimethoxybenzamide
• CAS No.: 5916-22-3
• Molecular Formula: C11H14
• Molecular Weight: 146.232
• ChEMBL ID: CHEMBL1491138
• DSSTox Substance ID: DTXSID60407273
• Mol file: 5916-22-3.mol

Synonyms:CBMicro_021111;5916-22-3;N-(1-bicyclo[2.2.1]hept-2-ylethyl)-3,4,5-trimethoxybenzamide;Oprea1_194447;MLS000974591;CHEMBL1491138;DTXSID60407273;HMS2845K10;CCG-13319;AKOS001044209;AKOS016605752;SMR000496808;BIM-0020990.P001;SR-01000223192;SR-01000223192-1;Z30548205;N-[1-(2-bicyclo[2.2.1]heptanyl)ethyl]-3,4,5-trimethoxybenzamide

Chemical Property of N-(1-bicyclo[2.2.1]hept-2-ylethyl)-3,4,5-trimethoxybenzamide

Chemical Property:

• Vapor Pressure: 1.3E-07mmHg at 25°C
• Boiling Point: 430.4°Cat760mmHg
• Flash Point: 214.1°C
• Density: 1.12g/cm³
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 333.19400834
• Heavy Atom Count: 24
• Complexity: 429

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C1CC2CCC1C2)NC(=O)C3=CC(=C(C(=C3)OC)OC)OC

Technology Process of N-(1-bicyclo[2.2.1]hept-2-ylethyl)-3,4,5-trimethoxybenzamide

There total 28 articles about N-(1-bicyclo[2.2.1]hept-2-ylethyl)-3,4,5-trimethoxybenzamide 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: 91.0%

2-methylprop-1-enyl chloride (513-37-1) + para-methylphenylmagnesium bromide (4294-57-9) → p-methyl-β,β-dimethylstyrene (5916-22-3)

Guidance literature:

With ((C₆H₄)(OPPh₂)(NCHPhPPh₂))NiCl; In tetrahydrofuran; at 25 ℃; for 24h; Inert atmosphere;

DOI:10.1021/jo201821g

Reference yield: 82.0%

4-methyl-benzaldehyde (104-87-0) + (2-methoxycarbonyl-prop-2-yl) triphenylphosphonium iodide (82571-90-2) → p-methyl-β,β-dimethylstyrene (5916-22-3)

Guidance literature:

In benzene; for 18h; Heating;

Reference yield: 76.0%

5-(p-tolyl)-5H-thianthren-5-ium trifluoromethanesulfonate + 2-methyl-1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-propene (126689-00-7) → p-methyl-β,β-dimethylstyrene (5916-22-3)

Guidance literature:

With bis(tri-t-butylphosphine)palladium⁽⁰⁾; sodium hydrogencarbonate; In dichloromethane; N,N-dimethyl-formamide; at 50 ℃; for 12h; Inert atmosphere; Schlenk technique;

DOI:10.1039/d0cc00641f

upstream raw materials:

2-methyl-1-(4-methylphenyl)propan-2-ol

1-methyl-4-(1-methyl-1-chloromethylethyl)benzene

sodium Oleate

2-methyl-1-(p-tolyl)propan-1-ol

Downstream raw materials:

(+/-)-2,2-dimethyl-3t-p-tolyl-cyclopropane-r-carboxylic acid

(+/-)-2,2-dimethyl-3c-p-tolyl-cyclopropane-r-carboxylic acid

1-(3-Diphenylvinylidene-2,2-dimethyl-cyclopropyl)-4-methyl-benzene

methyl (S)-2-(4-bromophenyl)-3-(4-isobutylphenyl)propanoate

Refernces

• 1、 -. "Preparation method of para-substituted aryl compound". Paragraph 0321-0324. . Retrieved 2020/06/09.
• 2、 Alfonzo, Edwin,Alfonso, Felix Steven,Beeler, Aaron B.. "Redesign of a Pyrylium Photoredox Catalyst and Its Application to the Generation of Carbonyl Ylides". supporting information. p. 2989 - 2992. Retrieved 2017/06/07.