(R)-3-(2-hydroxy-2-phenylethyl)cyclohex-2-enone

Base Information

• Chemical Name: (R)-3-(2-hydroxy-2-phenylethyl)cyclohex-2-enone
• CAS No.: 1452591-03-5
• Molecular Formula: C₁₄H₁₆O₂
• Molecular Weight: 216.28
• Mol file: 1452591-03-5.mol

Synonyms:

Chemical Property of (R)-3-(2-hydroxy-2-phenylethyl)cyclohex-2-enone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of (R)-3-(2-hydroxy-2-phenylethyl)cyclohex-2-enone

There total 5 articles about (R)-3-(2-hydroxy-2-phenylethyl)cyclohex-2-enone 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:

3-(β-Styryl)-2-cyclohexenone (29179-20-2) + bis(pinacol)diborane (73183-34-3) → (R)-3-(2-hydroxy-2-phenylethyl)cyclohex-2-enone (1452591-03-5) + (S)-3-(2-hydroxy-2-phenylethyl)cyclohex-2-enone + (R,E)-3-hydroxy-3-styrylcyclohexanone (1452590-95-2) + (S,E)-3-hydroxy-3-styrylcyclohexanone

Guidance literature:

3-(β-Styryl)-2-cyclohexenone; bis(pinacol)diborane; With (S, S)-6,6’-bis(1-hydroxy-2,2-dimethylpropyl)-2,2’-bipyridine; copper dichloride; In water; at 5 ℃; for 12h;

With sodium perborate tetrahydrate; at 20 ℃; for 4h; enantioselective reaction;

DOI:10.1002/asia.201300997

Reference yield:

3-(2-(dimethyl(phenyl)silyl)-2-phenylethyl)cyclohex-2-en-1-one → (R)-3-(2-hydroxy-2-phenylethyl)cyclohex-2-enone (1452591-03-5) + (S)-3-(2-hydroxy-2-phenylethyl)cyclohex-2-enone

Guidance literature:

3-(2-(dimethyl(phenyl)silyl)-2-phenylethyl)cyclohex-2-en-1-one; With potassium hydrogenfluoride; trifluoroacetic acid; In methanol; at 20 ℃; for 12h;

With dihydrogen peroxide; potassium hydrogencarbonate; In methanol; water; at 20 ℃; for 6h; Overall yield = 75 %; Overall yield = 48.7 mg;

DOI:10.1021/jacs.5b11418

Reference yield:

C14H14O (100885-83-4) → (R)-3-(2-hydroxy-2-phenylethyl)cyclohex-2-enone (1452591-03-5) + (S)-3-(2-hydroxy-2-phenylethyl)cyclohex-2-enone + C14H16O2 + C14H16O2

Guidance literature:

C₁₄H₁₄O; With copper(II) bis(trifluoromethanesulfonate); (S, S)-6,6’-bis(1-hydroxy-2,2-dimethylpropyl)-2,2’-bipyridine; bis(pinacol)diborane; In water; at 5 ℃; for 12h;

With sodium perborate; water; Overall yield = 81 %;

DOI:10.1039/c3cc44324h

upstream raw materials:

C₁₄H₁₄O

3-(β-Styryl)-2-cyclohexenone

bis(pinacol)diborane

Downstream raw materials:

(R)-1,2-diphenylethanol