cis-2--1-(1-phenylethenyl)cyclohexanol

Base Information

• Chemical Name: cis-2--1-(1-phenylethenyl)cyclohexanol
• CAS No.: 83196-14-9
• Molecular Formula: C₁₇H₂₂N₂O
• Molecular Weight: 270.374

Synonyms:cis-2--1-(1-phenylethenyl)cyclohexanol

Chemical Property of cis-2--1-(1-phenylethenyl)cyclohexanol

Chemical Property:

Purity/Quality:

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Technology Process of cis-2--1-(1-phenylethenyl)cyclohexanol

There total 6 articles about cis-2--1-(1-phenylethenyl)cyclohexanol 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: 50.0%

α-lithiostyrene (45680-22-6) + [Methyl-((R)-2-oxo-cyclohexyl)-amino]-acetonitrile (83196-13-8) → {[(1R,2R)-2-Hydroxy-2-(1-phenyl-vinyl)-cyclohexyl]-methyl-amino}-acetonitrile (83196-14-9)

Guidance literature:

1.) THF, -78 deg C, 40 min; 2.) -78 deg C adding wet THF;

DOI:10.1016/S0040-4039(00)87446-8

Reference yield:

rac-trans-2-methylamino-cyclohexanol (20431-81-6) → cis-2--1-(1-phenylethenyl)cyclohexanol (83196-14-9)

Guidance literature:

Multi-step reaction with 3 steps

2: 88 percent / Me₂SO, oxalyl chloride

3: t-BuLi / 1)THF, -78 degC, 20 min, 2) THF, pentane, -78 degC, 40 min

With oxalyl dichloride; tert.-butyl lithium; dimethyl sulfoxide;

DOI:10.1021/jo00168a006

Reference yield:

trans-2-cyclohexanol (83196-12-7) → cis-2--1-(1-phenylethenyl)cyclohexanol (83196-14-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / Me₂SO, oxalyl chloride

2: t-BuLi / 1)THF, -78 degC, 20 min, 2) THF, pentane, -78 degC, 40 min

With oxalyl dichloride; tert.-butyl lithium; dimethyl sulfoxide;

DOI:10.1021/jo00168a006

upstream raw materials:

α-lithiostyrene

[Methyl-((R)-2-oxo-cyclohexyl)-amino]-acetonitrile

(1R,2R)-trans-2-(N-methyl)amino-1-cyclohexanol

[((1R,2R)-2-Hydroxy-cyclohexyl)-methyl-amino]-acetonitrile

Downstream raw materials:

cis-3a-phenyl-4-oxo-decahydrocycloheptapyrrole

1-Methyl-cis-3a-phenyl-4-oxodecahydrocycloheptapyrrole

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