cis,cis-2-phenyl-7-(2-hydroxyethyl)cycloheptanol

Base Information

• Chemical Name: cis,cis-2-phenyl-7-(2-hydroxyethyl)cycloheptanol
• CAS No.: 1448847-19-5
• Molecular Formula: C₁₅H₂₂O₂
• Molecular Weight: 234.338
• Mol file: 1448847-19-5.mol

Synonyms:cis,cis-2-phenyl-7-(2-hydroxyethyl)cycloheptanol

Chemical Property of cis,cis-2-phenyl-7-(2-hydroxyethyl)cycloheptanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of cis,cis-2-phenyl-7-(2-hydroxyethyl)cycloheptanol

There total 4 articles about cis,cis-2-phenyl-7-(2-hydroxyethyl)cycloheptanol 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: 92.0%

2-phenyl-7-(ethoxycarbonylmethyl)cycloheptanone → cis,cis-2-phenyl-7-(2-hydroxyethyl)cycloheptanol (1448847-19-5)

Guidance literature:

With C₆₃H₆₆Cl₂N₂P₂Ru; potassium tert-butylate; hydrogen; In isopropyl alcohol; at 25 - 30 ℃; for 50h; under 38002.6 Torr; enantioselective reaction; Autoclave;

DOI:10.1002/anie.201207561

Reference yield:

2-phenylcyclohept-2-en-1-one (65825-75-4) → cis,cis-2-phenyl-7-(2-hydroxyethyl)cycloheptanol (1448847-19-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: lithium diisopropyl amide; diisopropylamine / tetrahydrofuran / 1 h / -78 °C

1.2: 3 h / -78 °C

2.1: palladium 10% on activated carbon; hydrogen / ethanol / 35 °C / 760.05 Torr

3.1: C₆₃H₆₆Cl₂N₂P₂Ru; potassium tert-butylate; hydrogen / isopropyl alcohol / 50 h / 25 - 30 °C / 38002.6 Torr / Autoclave

With palladium 10% on activated carbon; C₆₃H₆₆Cl₂N₂P₂Ru; potassium tert-butylate; hydrogen; diisopropylamine; lithium diisopropyl amide; In tetrahydrofuran; ethanol; isopropyl alcohol;

DOI:10.1002/anie.201207561

Reference yield:

phenylboronic acid (98-80-6) → cis,cis-2-phenyl-7-(2-hydroxyethyl)cycloheptanol (1448847-19-5)

Guidance literature:

Multi-step reaction with 4 steps

1.1: palladium 10% on activated carbon; sodium carbonate / water; 1,2-dimethoxyethane / 12 h / 20 °C

2.1: lithium diisopropyl amide; diisopropylamine / tetrahydrofuran / 1 h / -78 °C

2.2: 3 h / -78 °C

3.1: palladium 10% on activated carbon; hydrogen / ethanol / 35 °C / 760.05 Torr

4.1: C₆₃H₆₆Cl₂N₂P₂Ru; potassium tert-butylate; hydrogen / isopropyl alcohol / 50 h / 25 - 30 °C / 38002.6 Torr / Autoclave

With palladium 10% on activated carbon; C₆₃H₆₆Cl₂N₂P₂Ru; potassium tert-butylate; hydrogen; sodium carbonate; diisopropylamine; lithium diisopropyl amide; In tetrahydrofuran; 1,2-dimethoxyethane; ethanol; water; isopropyl alcohol;

DOI:10.1002/anie.201207561

upstream raw materials:

2-phenylcyclohept-2-en-1-one

2-phenyl-7-(ethoxycarbonylmethyl)cyclohept-2-enone

phenylboronic acid