(1R,2R)-2-Phenyl-cyclohex-3-enecarbonitrile

Base Information

• Chemical Name: (1R,2R)-2-Phenyl-cyclohex-3-enecarbonitrile
• CAS No.: 87184-40-5
• Molecular Formula: C₁₃H₁₃N
• Molecular Weight: 183.253
• Mol file: 87184-40-5.mol

Synonyms:

Chemical Property of (1R,2R)-2-Phenyl-cyclohex-3-enecarbonitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,2R)-2-Phenyl-cyclohex-3-enecarbonitrile

There total 2 articles about (1R,2R)-2-Phenyl-cyclohex-3-enecarbonitrile 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:

(E)-buta-1,3-dienylbenzene (16939-57-4) + acrylonitrile (107-13-1,25014-41-9) → 2-phenyl-cyclohex-3-enecarbonitrile (87184-40-5)

Guidance literature:

With hydroquinone;

DOI:10.1021/ja01173a088

Reference yield:

(E)-buta-1,3-dienylbenzene (16939-57-4) + acrylonitrile (107-13-1,25014-41-9) → (1R,2R)-2-Phenyl-cyclohex-3-enecarbonitrile (87184-40-5)

Guidance literature:

With hydroquinone; at 100 ℃; for 72h;

DOI:10.1021/jo00170a043

Reference yield:

(1R,2R)-2-Phenyl-cyclohex-3-enecarbonitrile (87184-40-5) → (+/-)-1-hydroxy-2t-phenyl-cyclohexane-carbonitrile-(1r) (61875-85-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 1) lithium diisopropylamide; 2) O₂ / 1) THF, -78 deg C; 2) -78 deg C, 30 min

2: 1M SnCl₂ in 2M aq. HCl / tetrahydrofuran / 0.5 h / 0 °C

With oxygen; tin(ll) chloride; lithium diisopropyl amide; In tetrahydrofuran;

DOI:10.1021/jo00170a043

upstream raw materials:

(E)-buta-1,3-dienylbenzene

acrylonitrile

Downstream raw materials:

2-phenylcyclohex-2-enone

(+/-)-1-hydroxy-2t-phenyl-cyclohexane-carbonitrile-(1r)

Refernces