trans 4-(3-hydroxy-4-methoxyphenyl)but-3-enoic acid

Base Information

• Chemical Name: trans 4-(3-hydroxy-4-methoxyphenyl)but-3-enoic acid
• CAS No.: 98799-44-1
• Molecular Formula: C₁₁H₁₂O₄
• Molecular Weight: 208.214
• Mol file: 98799-44-1.mol

Synonyms:trans 4-(3-hydroxy-4-methoxyphenyl)but-3-enoic acid

Chemical Property of trans 4-(3-hydroxy-4-methoxyphenyl)but-3-enoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of trans 4-(3-hydroxy-4-methoxyphenyl)but-3-enoic acid

There total 1 articles about trans 4-(3-hydroxy-4-methoxyphenyl)but-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: 48.0%

isovanillin (621-59-0) + (2-carboxyethyl)triphenylphosphonium bromide (51114-94-4) → trans 4-(3-hydroxy-4-methoxyphenyl)but-3-enoic acid (98799-44-1)

Guidance literature:

With sodium hydride; In tetrahydrofuran; dimethyl sulfoxide; for 20h; Ambient temperature;

DOI:10.1021/jo00224a057

Reference yield: 100.0%

trans 4-(3-hydroxy-4-methoxyphenyl)but-3-enoic acid (98799-44-1) → 4-(3-hydroxy-4-methoxyphenyl)butanoic acid (57596-01-7)

Guidance literature:

With hydrogen; palladium on activated charcoal;

DOI:10.1021/jo00224a057

Reference yield:

trans 4-(3-hydroxy-4-methoxyphenyl)but-3-enoic acid (98799-44-1) → 2-(6-Isopropoxy-7-methoxy-1-oxo-1,2,3,4-tetrahydro-naphthalen-2-yl)-3,4,5-trimethoxy-benzoic acid (98799-68-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 100 percent / H₂ / Pd/C

2: 67 percent / polyphosphoric acid / CHCl₃ / 40 °C

3: 100 percent / K₂CO₃ / dimethylformamide / Heating

4: 75 percent / t-BuOK, NH₃(liq.) / 1.25 h / Irradiation

With PPA; potassium tert-butylate; ammonia; hydrogen; potassium carbonate; palladium on activated charcoal; In chloroform; N,N-dimethyl-formamide;

DOI:10.1021/jo00224a057

upstream raw materials:

isovanillin

(2-carboxyethyl)triphenylphosphonium bromide

Downstream raw materials:

4-(3-hydroxy-4-methoxyphenyl)butanoic acid

norfagaronine

6-hydroxy-7-methoxy-1-tetralone

2-(6-Isopropoxy-7-methoxy-1-oxo-1,2,3,4-tetrahydro-naphthalen-2-yl)-3,4,5-trimethoxy-benzoic acid

Refernces