ethyl 4-benzyloxy-5,8-dimethoxy-naphthalene-2-carboxylate

Base Information

• Chemical Name: ethyl 4-benzyloxy-5,8-dimethoxy-naphthalene-2-carboxylate
• CAS No.: 500777-04-8
• Molecular Formula: C22H22O5
• Molecular Weight: 366.414
• Mol file: 500777-04-8.mol

Synonyms:4-benzyloxy-3-oxo-butyric acid ethyl ester;4-benzyloxyacetoacetic ethyl ester;ethyl 4-benzyloxy-3-oxobutyrate;ethyl 4-benzyloxy-5,8-dimethoxy-2-naphthoate;ethyl 4-benzyloxyacetoacetate;

Chemical Property of ethyl 4-benzyloxy-5,8-dimethoxy-naphthalene-2-carboxylate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 532.053oC at 760 mmHg
• Flash Point: 232.412oC
• PSA: 53.99000
• Density: 1.179g/cm3
• LogP: 4.61270

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of ethyl 4-benzyloxy-5,8-dimethoxy-naphthalene-2-carboxylate

There total 2 articles about ethyl 4-benzyloxy-5,8-dimethoxy-naphthalene-2-carboxylate 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%

benzyl bromide (100-39-0) + ethyl 4-hydroxy-5,8-dimethoxy-2-naphthoate (147589-45-5) → ethyl 4-(benzyloxy)-5,8-dimethoxy-2-naphthoate (500777-04-8)

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1002/ejoc.201301763

Reference yield:

Ethyl 4-(acetyloxy)-5,8-dimethoxy-2-naphthalenecarboxylate (25932-95-0) → ethyl 4-(benzyloxy)-5,8-dimethoxy-2-naphthoate (500777-04-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 89 percent / EtONa / ethanol / 1 h / Heating

2: 87 percent / Cs₂CO₃; Bu₄NI / dimethylformamide / 5 h / 25 °C

With sodium ethanolate; tetra-(n-butyl)ammonium iodide; caesium carbonate; In ethanol; N,N-dimethyl-formamide;

DOI:10.1002/1099-0690(200210)2002:19<3341::AID-EJOC3341>3.0.CO;2-K

Reference yield: 100.0%

ethyl 4-(benzyloxy)-5,8-dimethoxy-2-naphthoate (500777-04-8) → 4-(benzyloxy)-5,8-dimethoxy-2-naphthaldehyde

Guidance literature:

With morpholine; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; at 0 ℃; for 2h;

DOI:10.2174/1570180815666171229152139

upstream raw materials:

benzyl bromide

ethyl 4-hydroxy-5,8-dimethoxy-2-naphthoate

Ethyl 4-(acetyloxy)-5,8-dimethoxy-2-naphthalenecarboxylate