1-Naphthaleneacetic acid, 3,4-dihydro-, ethyl ester

Base Information

• Chemical Name: 1-Naphthaleneacetic acid, 3,4-dihydro-, ethyl ester
• CAS No.: 54125-45-0
• Molecular Formula: C14H16O2
• Molecular Weight: 216.28
• DSSTox Substance ID: DTXSID40448083
• Nikkaji Number: J617.472H
• Wikidata: Q82267024
• Mol file: 54125-45-0.mol

Synonyms:54125-45-0;1-Naphthaleneacetic acid, 3,4-dihydro-, ethyl ester;SCHEMBL7403188;DTXSID40448083;MZDPENDOOWXIBX-UHFFFAOYSA-N;1-ethoxycarbonylmethyl-3,4-dihydronaphthalene;3,4-Dihydronaphthalene-1-acetic acid ethyl ester

Chemical Property of 1-Naphthaleneacetic acid, 3,4-dihydro-, ethyl ester

Chemical Property:

• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 216.115029749
• Heavy Atom Count: 16
• Complexity: 281

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CC1=CCCC2=CC=CC=C21

Technology Process of 1-Naphthaleneacetic acid, 3,4-dihydro-, ethyl ester

There total 2 articles about 1-Naphthaleneacetic acid, 3,4-dihydro-, ethyl ester 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:

diethoxyphosphoryl-acetic acid ethyl ester (867-13-0) + 3,4-dihydronaphthalene-1(2H)-one (529-34-0) → 4-(carbethoxymethylene)-1,2,3,4-tetrahydronaphthalene (62677-71-8) + 2-(3,4-dihydro-naphthalen-1-yl)-acetic acid ethyl ester (54125-45-0)

Guidance literature:

diethoxyphosphoryl-acetic acid ethyl ester; With sodium hydride; In tetrahydrofuran; at 20 ℃; for 0.25h; Inert atmosphere;

3,4-dihydronaphthalene-1(2H)-one; In tetrahydrofuran; for 16h; Inert atmosphere; Reflux;

Reference yield:

α,α'-Hydroxytrihydronaphthylessigsaeureethylester (91111-41-0) → 4-(carbethoxymethylene)-1,2,3,4-tetrahydronaphthalene (62677-71-8) + 2-(3,4-dihydro-naphthalen-1-yl)-acetic acid ethyl ester (54125-45-0)

Guidance literature:

With phosphorus pentoxide; In benzene; for 2h; Yield given. Yields of byproduct given. Title compound not separated from byproducts; Heating;

DOI:10.1021/ja00267a036

Reference yield: 88.0%

2-(3,4-dihydro-naphthalen-1-yl)-acetic acid ethyl ester (54125-45-0) → 2-(3,4-dihydronaphthalen-1-yl)ethan-1-ol (4725-34-2)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 - 20 ℃; for 2.5h;

DOI:10.1016/S0040-4020(01)01021-3

upstream raw materials:

α,α'-Hydroxytrihydronaphthylessigsaeureethylester

diethoxyphosphoryl-acetic acid ethyl ester

3,4-dihydronaphthalene-1(2H)-one

Downstream raw materials:

2-(3,4-dihydronaphthalen-1-yl)ethan-1-ol

ethyl 2-(1-naphthyl)acetate

2-(1,2,3,4-tetrahydronaphthalen-1-yl)ethanol

2-(3,4-dihydro-1-naphthalenyl)ethyl-4-methylphenylsulphonate

Refernces