CAPE

Base Information

• Chemical Name: CAPE
• CAS No.: 100981-80-4
• Molecular Formula: C15H14 O4
• Molecular Weight: 284.31
• Mol file: 100981-80-4.mol

Synonyms:b-Phenethyl 3,4-dihydroxybenzoate

Chemical Property of CAPE

Chemical Property:

• Boiling Point: 470.7±35.0 °C(Predicted)
• PKA: 8.03±0.20(Predicted)
• PSA: 66.76000
• Density: 1.282±0.06 g/cm3(Predicted)
• LogP: 2.49730
• Storage Temp.: 2-8°C

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of CAPE

There total 5 articles about CAPE 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: 90.0%

phenethyl-3,4-diacetoxybenzoate (1425795-75-0) → 2-phenylethyl 3,4-dihydroxybenzoate (100981-80-4)

Guidance literature:

With guanidine hydrochloride; triethylamine; In methanol; dichloromethane; for 2h;

DOI:10.3390/molecules171214637

Reference yield: 39.0%

3,4-Dihydroxybenzoic acid (99-50-3) + 1-phenyl-2-bromoethane (103-63-9) → 2-phenylethyl 3,4-dihydroxybenzoate (100981-80-4)

Guidance literature:

3,4-Dihydroxybenzoic acid; With sodium carbonate; In N,N,N,N,N,N-hexamethylphosphoric triamide; for 0.5h; Inert atmosphere;

1-phenyl-2-bromoethane; With potassium iodide; In N,N,N,N,N,N-hexamethylphosphoric triamide; at 0 ℃; Inert atmosphere; Sealed tube;

DOI:10.1111/cbdd.13360

Reference yield:

3,4-Dihydroxybenzoic acid (99-50-3) → 2-phenylethyl 3,4-dihydroxybenzoate (100981-80-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sulfuric acid / diethyl ether / 24 h / 20 °C / Inert atmosphere

2.1: thionyl chloride / N,N-dimethyl-formamide / 4 h / Reflux

2.2: 20 °C

3.1: guanidine hydrochloride; triethylamine / dichloromethane; methanol / 2 h

With thionyl chloride; sulfuric acid; guanidine hydrochloride; triethylamine; In methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide;

DOI:10.3390/molecules171214637

upstream raw materials:

3,4-Dihydroxybenzoic acid

3,4-Diacetoxy-benzoesaeure

phenethyl-3,4-diacetoxybenzoate

2-phenylethanol

Refernces

• 1、 Touaibia, Mohamed,Hébert, Martin J. G.,Levesque, Natalie A.,Doiron, Jérémie A.,Doucet, Marco S.,Jean-Fran?ois, Jacques,Cormier, Marc,Boudreau, Luc H.,Surette, Marc E.. "Sinapic acid phenethyl ester as a potent selective 5-lipoxygenase inhibitor: Synthesis and structure–activity relationship". . p. 1876 - 1887. Retrieved 2018/08/06.