ethyl 4-[(8-hydroxy-5,5-dimethyl-5,6,7,8-tetrahydronaphthalen-2-yl)ethynyl]benzoate

Base Information

• Chemical Name: ethyl 4-[(8-hydroxy-5,5-dimethyl-5,6,7,8-tetrahydronaphthalen-2-yl)ethynyl]benzoate
• CAS No.: 226250-05-1
• Molecular Formula: C₂₃H₂₄O₃
• Molecular Weight: 348.442
• Mol file: 226250-05-1.mol

Synonyms:Benzoicacid, 4-[[(8R)-5,6,7,8-tetrahydro-8-hydroxy-5,5-dimethyl-2-naphthalenyl]ethynyl]-,ethyl ester (9CI)

Chemical Property of ethyl 4-[(8-hydroxy-5,5-dimethyl-5,6,7,8-tetrahydronaphthalen-2-yl)ethynyl]benzoate

Chemical Property:

• Vapor Pressure: 5.58E-11mmHg at 25°C
• Boiling Point: 504°Cat760mmHg
• Flash Point: 201.9°C
• Density: 1.18g/cm³

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of ethyl 4-[(8-hydroxy-5,5-dimethyl-5,6,7,8-tetrahydronaphthalen-2-yl)ethynyl]benzoate

There total 1 articles about ethyl 4-[(8-hydroxy-5,5-dimethyl-5,6,7,8-tetrahydronaphthalen-2-yl)ethynyl]benzoate 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:

ethyl 4-[(5,6,7,8-tetrahydro-5,5-dimethyl-8-oxo-2-naphthalenyl)ethynyl]benzoate (166978-49-0) → 4-((R)-8-Hydroxy-5,5-dimethyl-5,6,7,8-tetrahydro-naphthalen-2-ylethynyl)-benzoic acid ethyl ester (226250-05-1) + 4-((S)-8-Hydroxy-5,5-dimethyl-5,6,7,8-tetrahydro-naphthalen-2-ylethynyl)-benzoic acid ethyl ester (226250-06-2)

Guidance literature:

With borane-THF; isopropyl alcohol; (S)-1-methyl-3,3-diphenyl-hexahydropyrrolo[1,2-c][1,3,2]oxazaborole; In tetrahydrofuran; dichloromethane; Yield given; Yields of byproduct given; 1.) -20 deg C, 4 h, 2.) room temperature, 16 h;

DOI:10.1016/S0968-0896(98)00212-0

Reference yield:

4-((R)-8-Hydroxy-5,5-dimethyl-5,6,7,8-tetrahydro-naphthalen-2-ylethynyl)-benzoic acid ethyl ester (226250-05-1) → 4-((R)-8-Hydroxy-5,5-dimethyl-5,6,7,8-tetrahydro-naphthalen-2-ylethynyl)-benzoic acid (226250-19-7)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; methanol; water; for 16h; Ambient temperature;

DOI:10.1016/S0968-0896(98)00212-0

Reference yield:

4-((R)-8-Hydroxy-5,5-dimethyl-5,6,7,8-tetrahydro-naphthalen-2-ylethynyl)-benzoic acid ethyl ester (226250-05-1) → 4-[(R)-5,5-Dimethyl-8-(tetrahydro-pyran-2-yloxy)-5,6,7,8-tetrahydro-naphthalen-2-ylethynyl]-benzoic acid (226250-28-8,226250-30-2,180919-94-2,226250-25-5)

Guidance literature:

Multi-step reaction with 2 steps

1: p-TsOH / CH₂Cl₂ / 8 h / Ambient temperature

2: LiOH / tetrahydrofuran; methanol; H₂O / 16 h / Ambient temperature

With lithium hydroxide; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; dichloromethane; water;

DOI:10.1016/S0968-0896(98)00212-0

upstream raw materials:

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

Downstream raw materials:

4-[(R)-5,5-Dimethyl-8-(tetrahydro-pyran-2-yloxy)-5,6,7,8-tetrahydro-naphthalen-2-ylethynyl]-benzoic acid ethyl ester

4-((R)-8-Hydroxy-5,5-dimethyl-5,6,7,8-tetrahydro-naphthalen-2-ylethynyl)-benzoic acid

4-[(R)-5,5-Dimethyl-8-(tetrahydro-pyran-2-yloxy)-5,6,7,8-tetrahydro-naphthalen-2-ylethynyl]-benzoic acid