ethyl 2-azido-3-(4-hydroxyphenyl)propionate

Base Information

• Chemical Name: ethyl 2-azido-3-(4-hydroxyphenyl)propionate
• CAS No.: 74401-65-3
• Molecular Formula: C₁₁H₁₃N₃O₃
• Molecular Weight: 235.243
• Mol file: 74401-65-3.mol

Synonyms:ethyl 2-azido-3-(4-hydroxyphenyl)propionate

Chemical Property of ethyl 2-azido-3-(4-hydroxyphenyl)propionate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of ethyl 2-azido-3-(4-hydroxyphenyl)propionate

There total 11 articles about ethyl 2-azido-3-(4-hydroxyphenyl)propionate 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:

ethyl 2-chloro-3-(4-hydroxyphenyl)propionate (74401-62-0) → ethyl 2-azido-3-(4-hydroxyphenyl)propionate (74401-65-3)

Guidance literature:

With sodium azide; In water; dimethyl sulfoxide; at 90 ℃; for 3h;

Reference yield:

4-(2-methyl-2-phenylpropyloxy)nitrobenzene (62517-29-7) → ethyl 2-azido-3-(4-hydroxyphenyl)propionate (74401-65-3)

Guidance literature:

Multi-step reaction with 7 steps

1: H₂ / 10percent Pd/C / benzene; ethanol / 760 Torr / Ambient temperature

2: 1.) 33percent NaNO₂/H₂O, conc. HCl, ethyl acrylate, 2.) Cu₂O / 1.) acetone, ice cooling, 2.) 40 deg C, 2 h

3: 29.1 g / 25percent NaOH/H₂O / methanol

5: 360 mg / 20percent HCl / 4 h / Ambient temperature

6: 220 mg / BBr₃ / CH₂Cl₂ / 0.33 h / Ambient temperature

7: 200 mg / NaN₃ / dimethylsulfoxide; H₂O / 3 h / 90 °C

With copper(I) oxide; hydrogenchloride; sodium hydroxide; sodium azide; water; hydrogen; boron tribromide; ethyl acrylate; sodium nitrite; palladium on activated charcoal; In methanol; ethanol; dichloromethane; water; dimethyl sulfoxide; benzene;

Reference yield:

4-chlorobenzonitrile (100-00-5) → ethyl 2-azido-3-(4-hydroxyphenyl)propionate (74401-65-3)

Guidance literature:

Multi-step reaction with 8 steps

1: 72 percent / NaH / dimethylsulfoxide / 3 h / 60 °C

2: H₂ / 10percent Pd/C / benzene; ethanol / 760 Torr / Ambient temperature

3: 1.) 33percent NaNO₂/H₂O, conc. HCl, ethyl acrylate, 2.) Cu₂O / 1.) acetone, ice cooling, 2.) 40 deg C, 2 h

4: 29.1 g / 25percent NaOH/H₂O / methanol

6: 360 mg / 20percent HCl / 4 h / Ambient temperature

7: 220 mg / BBr₃ / CH₂Cl₂ / 0.33 h / Ambient temperature

8: 200 mg / NaN₃ / dimethylsulfoxide; H₂O / 3 h / 90 °C

With copper(I) oxide; hydrogenchloride; sodium hydroxide; sodium azide; water; hydrogen; boron tribromide; sodium hydride; ethyl acrylate; sodium nitrite; palladium on activated charcoal; In methanol; ethanol; dichloromethane; water; dimethyl sulfoxide; benzene;

upstream raw materials:

ethyl 2-chloro-3-(4-hydroxyphenyl)propionate

4-(2-methyl-2-phenylpropyloxy)nitrobenzene

4-(2-methyl-2-phenylpropyloxy)aniline

2-chloro-3-<4-(2-methyl-2-phenylpropyloxy)phenyl>propionic acid

Downstream raw materials:

D-tyrosine ethyl ester hydrochloride