Benzoic acid, 4-((5,6,7,8-tetrahydro-5,5-dimethyl-8-oxo-2-naphthalenyl)ethynyl)-, ethyl ester

Base Information

Chemical Name:Benzoic acid, 4-((5,6,7,8-tetrahydro-5,5-dimethyl-8-oxo-2-naphthalenyl)ethynyl)-, ethyl ester
CAS No.:166978-49-0
Molecular Formula:C23H22 O3
Molecular Weight:346.426
Hs Code.:
DSSTox Substance ID:DTXSID40168214
Nikkaji Number:J1.056.046B
Wikidata:Q83037759
Mol file:166978-49-0.mol

Synonyms:166978-49-0;4-[2-(5,6,7,8-TETRAHYDRO-5,5-DIMETHYL-8-OXO-2-NAPHTHALENYL)ETHYNYL]BENZOIC ACID ETHYL ESTER;ethyl 4-[2-(5,5-dimethyl-8-oxo-6,7-dihydronaphthalen-2-yl)ethynyl]benzoate;Benzoic acid, 4-((5,6,7,8-tetrahydro-5,5-dimethyl-8-oxo-2-naphthalenyl)ethynyl)-, ethyl ester;Ethyl 4-((5,6,7,8-tetrahydro-5,5-dimethyl-8-oxo-2-naphthalenyl)ethynyl)benzoate;Benzoic acid, 4-[2-(5,6,7,8-tetrahydro-5,5-dimethyl-8-oxo-2-naphthalenyl)ethynyl]-, ethyl ester;ethyl 4-((5,6,7,8-tetrahydro-8,8-dimethyl-5-oxonaphth-3-yl)ethynyl]benzoate;Ethyl 4-[(5,6,7,8-tetrahydro-5,5-dimethyl-8-oxo-2-naphthalenyl)ethynyl]benzoate;Ethyl 4-[(5,6,7,8-tetrahydro-8,8-dimethyl-5-oxonaphth-3-yl)ethynyl]benzoate;SCHEMBL6236817;DTXSID40168214;AKOS030240244;FT-0674996;4-(1,1-Dimethyl-4-oxotetralin-6-ylethynyl)benzoic acid ethyl ester;ethyl 4- [(5,6,7,8 -tetrahydro-8,8-dimethyl-5-oxonaphth-3-yl)ethynyl]benzoate;Ethyl 4- [(5,6,7,8-tetrahydro-8,8-dimethyl-5-oxonaphth-3-yl ) ethynyl]benzoate;ethyl 4-[(5,5-dimethyl-8-oxo-5,6,7,8-tetrahydronaphthalen-2-yl)ethynyl]benzoate;ethyl 4-[(5,6,7,8 -tetrahydro-8,8 -dimethyl-5-oxonaphth-3-yl)ethynyl]benzoate;ethyl 4-[(5,6,7,8 -tetrahydro-8,8-dimethyl-5-oxonaphth-3-yl) ethynyl]benzoate;Ethyl 4-[(5,6,7,8-tetrahydro-5,5-dimethyl-8-oxo-2- naphthalenyl)ethynyl]benzoate;Ethyl 4-[(5,6,7,8-tetrahydro-5,5-dimethyl-8-oxo-2-naphthalenyl)ethynvl]benzoate;ethyl 4-[(5,6,7,8-tetrahydro-8,8-dimethyl-5-oxonaphth-3-yl )ethynyl]benzoate;Ethyl 4-[(5,6,7,8-tetrahydro-8,8-dimethyl-5-oxonaphth-3-yl) ethynyl]benzoate

Suppliers and Price of Benzoic acid, 4-((5,6,7,8-tetrahydro-5,5-dimethyl-8-oxo-2-naphthalenyl)ethynyl)-, ethyl ester

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

TRC
4-[2-(5,6,7,8-Tetrahydro-5,5-dimethyl-8-oxo-2-naphthalenyl)ethynyl]benzoicAcidEthylEster
5mg
$ 85.00

American Custom Chemicals Corporation
4-(2-(5,6,7,8-TETRAHYDRO-5,5-DIMETHYL-8-OXO-2-NAPHTHALENYL)ETHYNYL)BENZOIC ACID ETHYL ESTER 95.00%
100MG
$ 1593.90

American Custom Chemicals Corporation
4-(2-(5,6,7,8-TETRAHYDRO-5,5-DIMETHYL-8-OXO-2-NAPHTHALENYL)ETHYNYL)BENZOIC ACID ETHYL ESTER 95.00%
10MG
$ 704.55

Total 3 raw suppliers

Chemical Property of Benzoic acid, 4-((5,6,7,8-tetrahydro-5,5-dimethyl-8-oxo-2-naphthalenyl)ethynyl)-, ethyl ester

Chemical Property:

Vapor Pressure:2.15E-10mmHg at 25°C
Melting Point:>147oC (dec.)
Boiling Point:506.8°Cat760mmHg
Flash Point:221.2°C
PSA：43.37000
Density:1.18g/cm³
LogP:4.51720
Solubility.:Chloroform (Slightly), Methanol (Slightly)
XLogP3:5.1
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:5
Exact Mass:346.15689456
Heavy Atom Count:26
Complexity:597

Purity/Quality:

95% ^*data from raw suppliers

4-[2-(5,6,7,8-Tetrahydro-5,5-dimethyl-8-oxo-2-naphthalenyl)ethynyl]benzoicAcidEthylEster ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CCOC(=O)C1=CC=C(C=C1)C#CC2=CC3=C(C=C2)C(CCC3=O)(C)C
Uses Intermediate in the production of high affinity retinoic acid receptor (RAR) antagonists.

Technology Process of Benzoic acid, 4-((5,6,7,8-tetrahydro-5,5-dimethyl-8-oxo-2-naphthalenyl)ethynyl)-, ethyl ester

There total 6 articles about Benzoic acid, 4-((5,6,7,8-tetrahydro-5,5-dimethyl-8-oxo-2-naphthalenyl)ethynyl)-, 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: 64.0%

: 51934-41-9
4-iodobenzoic acid ethyl ester

: 166978-48-9
7-ethynyl-3,4-dihydro-4,4-dimethylnaphthalen-1-(2H)-one

: 166978-49-0
ethyl 4-[(5,6,7,8-tetrahydro-5,5-dimethyl-8-oxo-2-naphthalenyl)ethynyl]benzoate

Guidance literature:: With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; diethylamine; Ambient temperature;
DOI:10.1021/jm00024a003

Reference yield:

: 51934-41-9
4-iodobenzoic acid ethyl ester

: argon

: 166978-48-9
7-ethynyl-3,4-dihydro-4,4-dimethylnaphthalen-1-(2H)-one

: 166978-49-0
ethyl 4-[(5,6,7,8-tetrahydro-5,5-dimethyl-8-oxo-2-naphthalenyl)ethynyl]benzoate

Guidance literature:: With copper(I) iodide; bis(triphenylphosphine)palladium(II)-chloride; In triethylamine;

Reference yield:

: 2979-69-3
3,4-dihydro-4,4-dimethyl-1(2H)-naphthalenone

: 166978-49-0
ethyl 4-[(5,6,7,8-tetrahydro-5,5-dimethyl-8-oxo-2-naphthalenyl)ethynyl]benzoate

Guidance literature:: Multi-step reaction with 4 steps

1: 80 percent / AlCl₃, Br₂ / CH₂Cl₂ / 70 °C

2: Pd(PPh₃)2Cl₂, CuI, Et₃N / 60 °C

3: K₂CO₃ / methanol

4: 64 percent / Pd(PPh₃)2, CuI, Et₃N / 25 °C

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; aluminium trichloride; bis(triphenylphosphine)palladium⁽⁰⁾; bromine; potassium carbonate; triethylamine; In methanol; dichloromethane;
DOI:10.1016/S0960-894X(99)00047-5