trans-2-[(E)-2-phenylethenyl]cyclopentanol

Base Information

Chemical Name:trans-2-[(E)-2-phenylethenyl]cyclopentanol
CAS No.:82537-31-3
Molecular Formula:C₁₃H₁₆O
Molecular Weight:188.269
Hs Code.:

Synonyms:trans-2-[(E)-2-phenylethenyl]cyclopentanol

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

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Chemical Property of trans-2-[(E)-2-phenylethenyl]cyclopentanol

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Technology Process of trans-2-[(E)-2-phenylethenyl]cyclopentanol

There total 8 articles about trans-2-[(E)-2-phenylethenyl]cyclopentanol 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: 81.0%

: 285-67-6
Cyclopentene oxide

: 100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6
styrene

: 82537-31-3
trans-2-[(E)-2-phenylethenyl]cyclopentanol

Guidance literature:: With (trimethylsilyl)methylmagnesium bromide; CoBr₂[1,6-bis-(diphenylphosphino)hexane]; In diethyl ether; at 20 ℃; for 20h; Further Variations:; Catalysts; Temperatures; Product distribution;
DOI:10.1002/adsc.200404074

Reference yield:

: 285-67-6
Cyclopentene oxide

: 82537-31-3
trans-2-[(E)-2-phenylethenyl]cyclopentanol

Guidance literature:: Multi-step reaction with 2 steps

1: t-BuLi / tetrahydrofuran; diethyl ether / 1.) -78 deg C to -40 deg C over 1 h; -40 deg C, 1h, 2.) 0 deg C, 2 h; 20 deg C, 20 h

2: 1.) -78 deg C, 1.5 h, 2.) 20 deg C, 8 h

With tert.-butyl lithium; In tetrahydrofuran; diethyl ether;
DOI:10.1021/ja00381a058

Reference yield:

: 285-67-6
Cyclopentene oxide

: 100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6
styrene

: (cis)-2-((E)-styryl)cyclopentan-1-ol

: 82537-31-3
trans-2-[(E)-2-phenylethenyl]cyclopentanol

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylammonium iodide; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; at 110 ℃; for 48h; Reagent/catalyst; Overall yield = 80 %;
DOI:10.1021/acscatal.8b02029