6-allyl-2,3,4-trimethoxybenzaldehyde

Base Information

• Chemical Name: 6-allyl-2,3,4-trimethoxybenzaldehyde
• CAS No.: 83923-94-8
• Molecular Formula: C₁₃H₁₆O₄
• Molecular Weight: 236.268
• Mol file: 83923-94-8.mol

Synonyms:6-allyl-2,3,4-trimethoxybenzaldehyde

Chemical Property of 6-allyl-2,3,4-trimethoxybenzaldehyde

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-allyl-2,3,4-trimethoxybenzaldehyde

There total 8 articles about 6-allyl-2,3,4-trimethoxybenzaldehyde 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: 92.0%

2-(6'-allyl-2',3',4'-trimethoxyphenyl)-1,3-dioxolane → 6-allyl-2,3,4-trimethoxybenzaldehyde (83923-94-8)

Guidance literature:

With toluene-4-sulfonic acid; In methanol; at 20 ℃; for 3h;

DOI:10.1002/ejoc.202000256

Reference yield: 16.7%

elemicin (487-11-6) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 3,4-dihydro-6,7,8-trimethoxy-2-naphthalenecarboxaldehyde (71687-96-2) + 6-allyl-2,3,4-trimethoxybenzaldehyde (83923-94-8)

Guidance literature:

With trichlorophosphate; In dichloromethane; for 120h; Ambient temperature;

Reference yield:

3,4,5-trimethoxyphenyl acetic acid (951-82-6) → 6-allyl-2,3,4-trimethoxybenzaldehyde (83923-94-8)

Guidance literature:

Multi-step reaction with 7 steps

1.1: 24 h / 20 °C / Acidic conditions

2.1: tin(IV) chloride / dichloromethane / 2 h / -70 - 5 °C / Inert atmosphere

3.1: toluene-4-sulfonic acid; orthoformic acid triethyl ester / tetrahydrofuran / 5 h / 40 °C

4.1: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / 0 °C

5.1: Hexafluoroacetone / dichloromethane; dimethyl sulfoxide / 0.75 h / -65 °C

6.1: n-butyllithium / hexane / 0.5 h / 20 °C / Inert atmosphere

6.2: Inert atmosphere

7.1: toluene-4-sulfonic acid / methanol / 3 h / 20 °C

With lithium aluminium tetrahydride; n-butyllithium; tin(IV) chloride; toluene-4-sulfonic acid; orthoformic acid triethyl ester; Hexafluoroacetone; In tetrahydrofuran; methanol; hexane; dichloromethane; dimethyl sulfoxide;

DOI:10.1002/ejoc.202000256

upstream raw materials:

elemicin

N,N-dimethyl-formamide

3,4,5-trimethoxyphenyl acetic acid

methyl 2-(3,4,5-trimethoxyphenyl)acetate

Refernces

• 1、 Narasimhan, Nurami S.,Bapat, Chintamani P.. "A New Synthesis of Kigelin. Conversion of Elemicin into Kigelin". . p. 2099 - 2100. Retrieved 2007/10/02.