Nervogenic acid

Base Information

• Chemical Name: Nervogenic acid
• CAS No.: 17622-86-5
• Molecular Formula: C17H22 O3
• Molecular Weight: 365
• Mol file: 17622-86-5.mol

Synonyms:Benzoicacid, 4-hydroxy-3,5-bis(3-methyl-2-butenyl)- (8CI,9CI); Nervogenic acid

Chemical Property of Nervogenic acid

Chemical Property:

• Vapor Pressure: 3.53E-08mmHg at 25°C
• Melting Point: 96-97 °C
• Boiling Point: 430.6°C at 760 mmHg
• PKA: 4.71±0.10(Predicted)
• Flash Point: 228.3°C
• PSA: 57.53000
• Density: 1.089g/cm³
• LogP: 4.10780

Purity/Quality:

98%min ^*data from raw suppliers

NervogenicAcid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Nervogenic acid

There total 5 articles about Nervogenic acid 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: 92.0%

methyl 4-hydroxy-3-(3'-methyl-2'-butenyl)-5-(3''-methyl-2''-butenyl)benzoate (98969-33-6) → 4-hydroxy-3-(3'-methyl-2'-butenyl)-5-(3''-methyl-2''-butenyl)benzoic acid (17622-86-5)

Guidance literature:

With sodium hydroxide; In methanol; Heating;

DOI:10.1271/bbb.67.2038

Reference yield:

p-Iodophenol (540-38-5) → 4-hydroxy-3-(3'-methyl-2'-butenyl)-5-(3''-methyl-2''-butenyl)benzoic acid (17622-86-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 29 percent / NaOH

2: 89 percent / Et₃N / Cl₂Pd(PPh₃)2 / dimethylformamide / 6 h / 60 °C / 760 Torr

3: 92 percent / NaOH / methanol / Heating

With sodium hydroxide; triethylamine; bis-triphenylphosphine-palladium(II) chloride; In methanol; N,N-dimethyl-formamide;

DOI:10.1271/bbb.67.2038

Reference yield:

prenyl bromide (870-63-3) → 4-hydroxy-3-(3'-methyl-2'-butenyl)-5-(3''-methyl-2''-butenyl)benzoic acid (17622-86-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 29 percent / NaOH

2: 89 percent / Et₃N / Cl₂Pd(PPh₃)2 / dimethylformamide / 6 h / 60 °C / 760 Torr

3: 92 percent / NaOH / methanol / Heating

With sodium hydroxide; triethylamine; bis-triphenylphosphine-palladium(II) chloride; In methanol; N,N-dimethyl-formamide;

DOI:10.1271/bbb.67.2038

upstream raw materials:

anodendrosin A

methyl 4-hydroxy-3-(3'-methyl-2'-butenyl)-5-(3''-methyl-2''-butenyl)benzoate

p-Iodophenol

prenyl bromide

Downstream raw materials:

2,2-dimethyl-8-(3-methyl-2-butenyl)-2H-chromene-6-carboxylic acid

Refernces

• 1、 Abe, Fumiko,Yamauchi, Tatsuo. "Glycosyl Nervogenic Acid Esters of Carbohydrates from Anodendron affine (Anodendron. VI)". . p. 2712 - 2720. Retrieved 2007/10/02.