4-[3-(6-bromohexyl)-2-(2-ethoxycarbonylethyl)phenoxy]butyric acid ethyl ester

Base Information

• Chemical Name: 4-[3-(6-bromohexyl)-2-(2-ethoxycarbonylethyl)phenoxy]butyric acid ethyl ester
• CAS No.: 1123157-63-0
• Molecular Formula: C₂₃H₃₅BrO₅
• Molecular Weight: 471.432
• Mol file: 1123157-63-0.mol

Synonyms:4-[3-(6-bromohexyl)-2-(2-ethoxycarbonylethyl)phenoxy]butyric acid ethyl ester

Chemical Property of 4-[3-(6-bromohexyl)-2-(2-ethoxycarbonylethyl)phenoxy]butyric acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-[3-(6-bromohexyl)-2-(2-ethoxycarbonylethyl)phenoxy]butyric acid ethyl ester

There total 17 articles about 4-[3-(6-bromohexyl)-2-(2-ethoxycarbonylethyl)phenoxy]butyric acid ethyl 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: 87.5%

4-[2-(2-ethoxycarbonylethyl)-3-(6-hydroxyhexyl)phenoxy]butyric acid ethyl ester (1123157-61-8) → 4-[3-(6-bromohexyl)-2-(2-ethoxycarbonylethyl)phenoxy]butyric acid ethyl ester (1123157-63-0)

Guidance literature:

With carbon tetrabromide; triphenylphosphine; In dichloromethane; at 0 - 10 ℃; for 3h;

Reference yield:

4-[3-(6-bromohex-1-enyl)-2-(2-ethoxycarbonylvinyl)phenoxy]butyric acid ethyl ester → 4-[3-(6-bromohexyl)-2-(2-ethoxycarbonylethyl)phenoxy]butyric acid ethyl ester (1123157-63-0)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In ethyl acetate; at 40 ℃; for 20h; under 28443.9 Torr; Autoclave; Large scale;

DOI:10.1021/op300302s

Reference yield:

4-(2,3-dimethylphenoxy)butyric acid ethyl ester (56359-23-0) → 4-[3-(6-bromohexyl)-2-(2-ethoxycarbonylethyl)phenoxy]butyric acid ethyl ester (1123157-63-0)

Guidance literature:

Multi-step reaction with 8 steps

1: dipotassium peroxodisulfate; copper(ll) sulfate pentahydrate / water; acetonitrile / 0.67 h / Heating / reflux

2: sodium ethanolate / ethanol / 48 h / 20 °C

3: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / chlorobenzene / 1 h / 20 - 85 °C

4: acetonitrile / 1 h / Heating / reflux; Inert atmosphere

5: ethyloxirane; acetonitrile / 15 h / Heating / reflux

6: hydrogen / palladium 10% on activated carbon / ethyl acetate / 36 h / 20 °C / 760.05 Torr

7: tetrabutyl ammonium fluoride / tetrahydrofuran / 4 h / 0 - 20 °C

8: carbon tetrabromide; triphenylphosphine / dichloromethane / 3 h / 0 - 10 °C

With dipotassium peroxodisulfate; N-Bromosuccinimide; copper(ll) sulfate pentahydrate; 2,2'-azobis(isobutyronitrile); carbon tetrabromide; tetrabutyl ammonium fluoride; hydrogen; sodium ethanolate; triphenylphosphine; palladium 10% on activated carbon; In tetrahydrofuran; ethyloxirane; ethanol; dichloromethane; water; ethyl acetate; chlorobenzene; acetonitrile; 2: Horner-Wadsworth-Emmons Olefination / 4: Wittig Reaction / 5: Wittig Reaction;

upstream raw materials:

4-[2-(2-ethoxycarbonylethyl)-3-(6-hydroxyhexyl)phenoxy]butyric acid ethyl ester

C₁₈H₂₃BrO₅

4-(2,3-dimethylphenoxy)butyric acid ethyl ester

Ethyl 4-bromobutyrate

Downstream raw materials:

4-{3-[6-(3,5-dibromophenoxy)hexyl]-2-(2-ethoxycarbonylethyl)phenoxy}butyric acid ethyl ester

4-[3-{6-[tert-Butoxycarbonyl-(3,5-diiodo-phenyl)-amino]-hexyl}-2-(2-ethoxycarbonyl-ethyl)-phenoxy]-butyric acid ethyl ester

4-{2-(2-carboxyethyl)-3-[6-(3,5-dibromophenoxy)hexyl]phenoxy}butyric acid

4-[2-(2-ethoxycarbonyl-ethyl)-3-(6-mercapto-hexyl)-phenoxy]-butyric acid ethyl ester