(+/-)-(E)-2-(2-chloroacetoxypentyl)benzoic acid {4-[2-(3-nitrooxypropoxycarbonyl)vinyl]}phenyl ester

Base Information

• Chemical Name: (+/-)-(E)-2-(2-chloroacetoxypentyl)benzoic acid {4-[2-(3-nitrooxypropoxycarbonyl)vinyl]}phenyl ester
• CAS No.: 1330531-05-9
• Molecular Formula: C₂₆H₂₈ClNO₉
• Molecular Weight: 533.963
• Mol file: 1330531-05-9.mol

Synonyms:(+/-)-(E)-2-(2-chloroacetoxypentyl)benzoic acid {4-[2-(3-nitrooxypropoxycarbonyl)vinyl]}phenyl ester

Chemical Property of (+/-)-(E)-2-(2-chloroacetoxypentyl)benzoic acid {4-[2-(3-nitrooxypropoxycarbonyl)vinyl]}phenyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+/-)-(E)-2-(2-chloroacetoxypentyl)benzoic acid {4-[2-(3-nitrooxypropoxycarbonyl)vinyl]}phenyl ester

There total 5 articles about (+/-)-(E)-2-(2-chloroacetoxypentyl)benzoic acid {4-[2-(3-nitrooxypropoxycarbonyl)vinyl]}phenyl ester 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:

(+/-)-2-[1-(2-chloroacetoxy)pentyl]benzoic acid (1107060-38-7) + (E)-3-(nitrooxy)propyl 3-(4-hydroxyphenyl)acrylate (1330530-99-8) → (+/-)-(E)-2-(2-chloroacetoxypentyl)benzoic acid {4-[2-(3-nitrooxypropoxycarbonyl)vinyl]}phenyl ester (1330531-05-9)

Guidance literature:

(+/-)-2-[1-(2-chloroacetoxy)pentyl]benzoic acid; (E)-3-(nitrooxy)propyl 3-(4-hydroxyphenyl)acrylate; With dmap; In dichloromethane; at 0 ℃; for 0.166667h;

With dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃;

DOI:10.1039/c1ob05478c

Reference yield:

butylphthalide (3413-15-8,6066-49-5,93133-67-6,125412-70-6) → (+/-)-(E)-2-(2-chloroacetoxypentyl)benzoic acid {4-[2-(3-nitrooxypropoxycarbonyl)vinyl]}phenyl ester (1330531-05-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: water; sodium hydroxide / methanol / 0.5 h / Reflux

2.1: dmap; triethylamine / dichloromethane / 5 h / -10 °C

2.2: 1 h / 20 °C / pH 2

3.1: dmap / dichloromethane / 0.17 h / 0 °C

3.2: 20 °C

With dmap; water; triethylamine; sodium hydroxide; In methanol; dichloromethane;

DOI:10.1039/c1ob05478c

Reference yield:

(E)-3-bromopropyl-3-(4-hydroxyphenyl)acrylate (1330530-96-5) → (+/-)-(E)-2-(2-chloroacetoxypentyl)benzoic acid {4-[2-(3-nitrooxypropoxycarbonyl)vinyl]}phenyl ester (1330531-05-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: silver nitrate / acetonitrile / 2 h / Darkness; Heating

2.1: dmap / dichloromethane / 0.17 h / 0 °C

2.2: 20 °C

With dmap; silver nitrate; In dichloromethane; acetonitrile;

DOI:10.1039/c1ob05478c

upstream raw materials:

(+/-)-2-[1-(2-chloroacetoxy)pentyl]benzoic acid

(E)-3-(nitrooxy)propyl 3-(4-hydroxyphenyl)acrylate

(E)-3-bromopropyl-3-(4-hydroxyphenyl)acrylate

butylphthalide

Downstream raw materials:

(+/-)-(E)-2-[2-(morpholinoacetoxy)pentyl]benzoic acid {4-[2-(3-nitrooxypropoxycarbonyl)vinyl]}phenyl ester hydrochloride

(+/-)-(E)-2-[2-(diethylaminoacetoxy)pentyl]benzoic acid {4-[2-(3-nitrooxypropoxycarbonyl)vinyl]}phenyl ester hydrochloride