4-methoxy-2-hydroxycinnamaldehyde

Base Information

• Chemical Name: 4-methoxy-2-hydroxycinnamaldehyde
• CAS No.: 18386-00-0
• Molecular Formula: C₁₀H₁₀O₃
• Molecular Weight: 178.188
• Mol file: 18386-00-0.mol

Synonyms:4-methoxy-2-hydroxycinnamaldehyde

Chemical Property of 4-methoxy-2-hydroxycinnamaldehyde

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of 4-methoxy-2-hydroxycinnamaldehyde

There total 1 articles about 4-methoxy-2-hydroxycinnamaldehyde 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:

2-Hydroxy-4-methoxybenzaldehyde (673-22-3) + (triphenylphosphoranylidene)acetaldehyde (2136-75-6) → 4-methoxy-2-hydroxycinnamaldehyde (18386-00-0)

Guidance literature:

In benzene; at 110 ℃; for 7h; Inert atmosphere;

DOI:10.1021/jo802285r

Reference yield: 88.0%

2-(1-phenylethylidene)propanedinitrile (5447-87-0) + 4-methoxy-2-hydroxycinnamaldehyde (18386-00-0) → C21H18N2O3

Guidance literature:

With (S)-2-(diphenyl((triethylsilyl)oxy)methyl)pyrrolidine; In 1,2-dichloro-ethane; at 25 ℃; for 36h; enantioselective reaction;

DOI:10.1039/d0cc07761e

Reference yield: 60.0%

C20H19NO3 + 4-methoxy-2-hydroxycinnamaldehyde (18386-00-0) + ethyl (triphenylphosphoranylidene)acetate (1099-45-2) → (2S,3S,4R)-tert-butyl-4-((E)-4-ethoxy-4-oxobut-2-en-1-yl)-7-methoxy-2'-oxo-2-phenylspiro[chroman-3,3'-indoline]-1'-carboxylate + tert-butyl-4-((E)-4-ethoxy-4-oxobut-2-en-1-yl)-7-methoxy-2'-oxo-2-phenylspiro[chroman-3,3'-indoline]-1'-carboxylate

Guidance literature:

C₂₀H₁₉NO₃; 4-methoxy-2-hydroxycinnamaldehyde; With (R)-2-(diphenyl(trimethylsilyloxy)methyl)pyrrolidine; acetic acid; In chloroform; at 25 ℃; for 12h;

ethyl (triphenylphosphoranylidene)acetate; In chloroform; at 25 ℃; for 2h; enantioselective reaction;

DOI:10.1039/c3ob42100g

upstream raw materials:

2-Hydroxy-4-methoxybenzaldehyde

(triphenylphosphoranylidene)acetaldehyde

Downstream raw materials:

7-methoxycoumarin

7-methoxy-3,4-dihydro-2H-1-benzopyran-2-one

Refernces

• 1、 Maity, Rajendra,Pan, Subhas Chandra. "Organocatalytic asymmetric Michael/hemiacetalization/acyl transfer reaction of α-nitroketones with o-hydroxycinnamaldehydes: Synthesis of 2,4-disubstituted chromans". supporting information. p. 1598 - 1608. Retrieved 2018/03/08.
• 2、 Padhi, Birakishore,Reddy, D. Srinivas,Mohapatra, Debendra K.. "Trimethylsilyl iodide mediated one-pot synthesis of 2-allyl-2H-chromenes". . p. 542 - 547. Retrieved 2015/01/30.