5-hydroxy-3-oxo-2-(triphenyl-λ⁵-phosphanylidene)-octanenitrile

Base Information

• Chemical Name: 5-hydroxy-3-oxo-2-(triphenyl-λ⁵-phosphanylidene)-octanenitrile
• CAS No.: 345922-13-6
• Molecular Formula: C₂₆H₂₆NO₂P
• Molecular Weight: 415.472
• Mol file: 345922-13-6.mol

Synonyms:5-hydroxy-3-oxo-2-(triphenyl-λ⁵-phosphanylidene)-octanenitrile

Chemical Property of 5-hydroxy-3-oxo-2-(triphenyl-λ⁵-phosphanylidene)-octanenitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-hydroxy-3-oxo-2-(triphenyl-λ⁵-phosphanylidene)-octanenitrile

There total 5 articles about 5-hydroxy-3-oxo-2-(triphenyl-λ⁵-phosphanylidene)-octanenitrile 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: 78.0%

5-(tert-butyl-dimethyl-silanyloxy)-3-oxo-2-(triphenyl-λ5-phosphanylidene)-octanenitrile (345922-11-4) → 5-hydroxy-3-oxo-2-(triphenyl-λ5-phosphanylidene)-octanenitrile (345922-13-6)

Guidance literature:

With hydrogenchloride; In ethanol; at 20 ℃;

DOI:10.1021/jo0015974

Reference yield:

3-hydroxy-hexanoic acid ethyl ester (2305-25-1) → 5-hydroxy-3-oxo-2-(triphenyl-λ5-phosphanylidene)-octanenitrile (345922-13-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 86 percent / imidazole / dimethylformamide / 18 h / 20 °C

2: 100 percent / aq. NaOH / methanol / 19 h / 100 °C

3: 57 percent / EDCI; DMAP / CH₂Cl₂ / 5 h / 20 °C

4: 78 percent / HCl / ethanol / 20 °C

With 1H-imidazole; hydrogenchloride; dmap; sodium hydroxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jo0015974

Reference yield:

ethyl 3-((tert-butyldimethylsilyl)oxy)hexanoate (123731-53-3) → 5-hydroxy-3-oxo-2-(triphenyl-λ5-phosphanylidene)-octanenitrile (345922-13-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 100 percent / aq. NaOH / methanol / 19 h / 100 °C

2: 57 percent / EDCI; DMAP / CH₂Cl₂ / 5 h / 20 °C

3: 78 percent / HCl / ethanol / 20 °C

With hydrogenchloride; dmap; sodium hydroxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In methanol; ethanol; dichloromethane;

DOI:10.1021/jo0015974

upstream raw materials:

3-hydroxyhexanoic acid

cyanomethylene triphenylphosphorane

5-(tert-butyl-dimethyl-silanyloxy)-3-oxo-2-(triphenyl-λ⁵-phosphanylidene)-octanenitrile

3-hydroxy-hexanoic acid ethyl ester

Downstream raw materials:

acetic acid 4-cyano-3-oxo-1-propyl-4-(triphenyl-λ⁵-phosphanylidene)-butyl ester