Ethyl (1-hydroxy-{5-[3-(1,3-dioxo-1,3-dihydroisoindol-2-yl)-propoxy]-2-nitrophenyl}-methyl)-phenylphosphinate

Base Information

• Chemical Name: Ethyl (1-hydroxy-{5-[3-(1,3-dioxo-1,3-dihydroisoindol-2-yl)-propoxy]-2-nitrophenyl}-methyl)-phenylphosphinate
• CAS No.: 272789-40-9
• Molecular Formula: C₂₆H₂₅N₂O₈P
• Molecular Weight: 524.467
• Mol file: 272789-40-9.mol

Synonyms:Ethyl (1-hydroxy-{5-[3-(1,3-dioxo-1,3-dihydroisoindol-2-yl)-propoxy]-2-nitrophenyl}-methyl)-phenylphosphinate

Chemical Property of Ethyl (1-hydroxy-{5-[3-(1,3-dioxo-1,3-dihydroisoindol-2-yl)-propoxy]-2-nitrophenyl}-methyl)-phenylphosphinate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Ethyl (1-hydroxy-{5-[3-(1,3-dioxo-1,3-dihydroisoindol-2-yl)-propoxy]-2-nitrophenyl}-methyl)-phenylphosphinate

There total 3 articles about Ethyl (1-hydroxy-{5-[3-(1,3-dioxo-1,3-dihydroisoindol-2-yl)-propoxy]-2-nitrophenyl}-methyl)-phenylphosphinate 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: 89.5%

Phenyl O-ethylphosphonite (62740-39-0) + 5-[3-(1,3-Dioxo-1,3-dihydroisoindol-2-yl)-propoxy]-2-nitrobenzaldehyde (272789-30-7) → Ethyl (1-hydroxy-{5-[3-(1,3-dioxo-1,3-dihydroisoindol-2-yl)-propoxy]-2-nitrophenyl}-methyl)-phenylphosphinate (272789-40-9)

Guidance literature:

With triethylamine; In 1,2-dimethoxyethane; at 20 ℃; for 12h;

DOI:10.1002/(SICI)1521-3765(20000317)6:6<1050::AID-CHEM1050>3.0.CO;2-5

Reference yield:

2-(3-bromopropyl)isoindole-1,3-dione (5460-29-7) → Ethyl (1-hydroxy-{5-[3-(1,3-dioxo-1,3-dihydroisoindol-2-yl)-propoxy]-2-nitrophenyl}-methyl)-phenylphosphinate (272789-40-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / K₂CO₃ / acetonitrile / 80 °C

2: 89.5 percent / Et₃N / 1,2-dimethoxy-ethane / 12 h / 20 °C

With potassium carbonate; triethylamine; In 1,2-dimethoxyethane; acetonitrile; 1: Etherification / 2: Abramov-Pudovik addition;

DOI:10.1002/(SICI)1521-3765(20000317)6:6<1050::AID-CHEM1050>3.0.CO;2-5

Reference yield:

2-nitro-5-hydroxybenzaldehyde (42454-06-8) → Ethyl (1-hydroxy-{5-[3-(1,3-dioxo-1,3-dihydroisoindol-2-yl)-propoxy]-2-nitrophenyl}-methyl)-phenylphosphinate (272789-40-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / K₂CO₃ / acetonitrile / 80 °C

2: 89.5 percent / Et₃N / 1,2-dimethoxy-ethane / 12 h / 20 °C

With potassium carbonate; triethylamine; In 1,2-dimethoxyethane; acetonitrile; 1: Etherification / 2: Abramov-Pudovik addition;

DOI:10.1002/(SICI)1521-3765(20000317)6:6<1050::AID-CHEM1050>3.0.CO;2-5

upstream raw materials:

Phenyl O-ethylphosphonite

5-[3-(1,3-Dioxo-1,3-dihydroisoindol-2-yl)-propoxy]-2-nitrobenzaldehyde

2-(3-bromopropyl)isoindole-1,3-dione

2-nitro-5-hydroxybenzaldehyde