tert-butyl (E)-2-(2-hydroxy-4-methylphenylcarbonyl)-3-phenylprop-2-enoate

Base Information

• Chemical Name: tert-butyl (E)-2-(2-hydroxy-4-methylphenylcarbonyl)-3-phenylprop-2-enoate
• CAS No.: 936184-11-1
• Molecular Formula: C₂₁H₂₂O₄
• Molecular Weight: 338.403
• Mol file: 936184-11-1.mol

Synonyms:tert-butyl (E)-2-(2-hydroxy-4-methylphenylcarbonyl)-3-phenylprop-2-enoate

Chemical Property of tert-butyl (E)-2-(2-hydroxy-4-methylphenylcarbonyl)-3-phenylprop-2-enoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl (E)-2-(2-hydroxy-4-methylphenylcarbonyl)-3-phenylprop-2-enoate

There total 4 articles about tert-butyl (E)-2-(2-hydroxy-4-methylphenylcarbonyl)-3-phenylprop-2-enoate 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: 46.0%

tert-butyl 3-(2-hydroxy-4-methylphenyl)-3-oxopropanoate (936183-10-7) + benzaldehyde (100-52-7) → tert-butyl (E)-2-(2-hydroxy-4-methylphenylcarbonyl)-3-phenylprop-2-enoate (936184-11-1)

Guidance literature:

With piperidine; acetic acid; In benzene; for 3h; Heating;

DOI:10.1021/ja070394v

Reference yield: 46.0%

→ tert-butyl (E)-2-(2-hydroxy-4-methylphenylcarbonyl)-3-phenylprop-2-enoate (936184-11-1)

Guidance literature:

Reference yield:

2-hydroxy-p-toluic acid (50-85-1) → tert-butyl (E)-2-(2-hydroxy-4-methylphenylcarbonyl)-3-phenylprop-2-enoate (936184-11-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: SOCl₂ / toluene / 4 h / 47 °C

2.1: (iPr)2NH; n-BuLi / tetrahydrofuran / 1.5 h / -78 °C

2.2: 26 percent / tetrahydrofuran / -78 - 20 °C

3.1: 46 percent / piperidine; acetic acid / benzene / 3 h / Heating

With piperidine; n-butyllithium; thionyl chloride; acetic acid; diisopropylamine; In tetrahydrofuran; toluene; benzene; 3.1: Knoevenagel condensation;

DOI:10.1021/ja070394v

upstream raw materials:

tert-butyl 3-(2-hydroxy-4-methylphenyl)-3-oxopropanoate

benzaldehyde

2-hydroxy-p-toluic acid

2-hydroxy-4-methylbenzoyl chloride