(E)-2,2-dimethyl-4-phenylbut-3-enoic acid

Base Information

• Chemical Name: (E)-2,2-dimethyl-4-phenylbut-3-enoic acid
• CAS No.: 15732-89-5
• Molecular Formula: C₁₂H₁₄O₂
• Molecular Weight: 190.242
• Mol file: 15732-89-5.mol

Synonyms:(E)-2,2-dimethyl-4-phenylbut-3-enoic acid

Chemical Property of (E)-2,2-dimethyl-4-phenylbut-3-enoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-2,2-dimethyl-4-phenylbut-3-enoic acid

There total 6 articles about (E)-2,2-dimethyl-4-phenylbut-3-enoic acid 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:

(Z)-ethyl cinnamate (4610-69-9) → (E)-2,2-dimethyl-4-phenylbut-3-enoic acid (15732-89-5)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium hydroxide / methanol / 12 h / 80 °C

2: copper(II) nitrate trihydrate; silver orthophosphate; 1,4-diaza-bicyclo[2.2.2]octane / 5,5-dimethyl-1,3-cyclohexadiene / 8 h / 100 °C / Inert atmosphere

3: sodium hydroxide / methanol / 2 h / 80 °C

With 1,4-diaza-bicyclo[2.2.2]octane; silver orthophosphate; copper(II) nitrate trihydrate; sodium hydroxide; In methanol; 5,5-dimethyl-1,3-cyclohexadiene;

DOI:10.1021/acs.orglett.5b02382

Reference yield:

benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1) → (E)-2,2-dimethyl-4-phenylbut-3-enoic acid (15732-89-5)

Guidance literature:

Multi-step reaction with 4 steps

1: potassium tetrachloroplatinate(II); silver trifluoromethanesulfonate; trifluoroacetic acid / 40 h / 20 - 40 °C

2: sodium hydroxide / methanol / 12 h / 80 °C

3: copper(II) nitrate trihydrate; silver orthophosphate; 1,4-diaza-bicyclo[2.2.2]octane / 5,5-dimethyl-1,3-cyclohexadiene / 8 h / 100 °C / Inert atmosphere

4: sodium hydroxide / methanol / 2 h / 80 °C

With 1,4-diaza-bicyclo[2.2.2]octane; potassium tetrachloroplatinate(II); silver orthophosphate; copper(II) nitrate trihydrate; silver trifluoromethanesulfonate; trifluoroacetic acid; sodium hydroxide; In methanol; 5,5-dimethyl-1,3-cyclohexadiene;

DOI:10.1021/acs.orglett.5b02382

Reference yield:

sodium cinnamate (538-42-1) → (E)-2,2-dimethyl-4-phenylbut-3-enoic acid (15732-89-5)

Guidance literature:

Multi-step reaction with 3 steps

1: water / 12 h / 20 °C / Schlenk technique

2: silver orthophosphate; 1,4-diaza-bicyclo[2.2.2]octane / 5,5-dimethyl-1,3-cyclohexadiene / 8 h / 100 °C / Inert atmosphere

3: sodium hydroxide / methanol / 2 h / 80 °C

With 1,4-diaza-bicyclo[2.2.2]octane; silver orthophosphate; sodium hydroxide; In methanol; 5,5-dimethyl-1,3-cyclohexadiene; water;

DOI:10.1021/acs.orglett.5b02382

upstream raw materials:

(E)-2,2-dimethyl-4-phenylbut-3-enenitrile

trans-styrylacetic acid

methyl iodide

cis-cinnamic acid

Downstream raw materials:

2,2-dimethyl-4-phenylbutyric acid

2,2-dimethyl-4-phenyl-butan-1-ol

(E)-2,2-dimethyl-4-phenyl-3-buten-1-ol

3-methyl-1-phenylbut-2-ene