3-(2-Butenyloxy)-5-methoxy-benzoic acid methyl ester

Base Information

• Chemical Name: 3-(2-Butenyloxy)-5-methoxy-benzoic acid methyl ester
• CAS No.: 55703-69-0
• Molecular Formula: C₁₃H₁₆O₄
• Molecular Weight: 236.268
• DSSTox Substance ID: DTXSID901256150
• Mol file: 55703-69-0.mol

Synonyms:PXANKRVVWSHUIL-UHFFFAOYSA-N;DTXSID901256150;Methyl 3-(2-buten-1-yloxy)-5-methoxybenzoate;3-(2-butenyloxy)-5-methoxy-benzoic acid methyl ester;55703-69-0

Chemical Property of 3-(2-Butenyloxy)-5-methoxy-benzoic acid methyl ester

Chemical Property:

• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 236.10485899
• Heavy Atom Count: 17
• Complexity: 262

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC=CCOC1=CC(=CC(=C1)OC)C(=O)OC

Technology Process of 3-(2-Butenyloxy)-5-methoxy-benzoic acid methyl ester

There total 3 articles about 3-(2-Butenyloxy)-5-methoxy-benzoic acid methyl ester 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: 85.0%

(E/Z)-crotyl bromide (4784-77-4,29576-14-5,39616-19-8) + 3-hydroxy-5-methoxy-benzoic acid methyl ester (19520-74-2) → methyl 3-(2-butenyloxy)-5-methoxybenzoate (55703-69-0)

Guidance literature:

With potassium carbonate; In acetone; for 6h; Heating;

Reference yield:

3-hydroxy-5-methoxybenzoic acid (19520-75-3) → methyl 3-(2-butenyloxy)-5-methoxybenzoate (55703-69-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / H₂SO₄

2: 85 percent / K₂CO₃ / acetone / 6 h / Heating

With sulfuric acid; potassium carbonate; In acetone;

Reference yield:

2-chloro-3-butene (563-52-0,35729-37-4) + 3-hydroxy-5-methoxy-benzoic acid methyl ester (19520-74-2) → methyl 3-(2-butenyloxy)-5-methoxybenzoate (55703-69-0) + methyl 3-(1-methylallyloxy)-5-methoxybenzoate (81184-19-2)

Guidance literature:

With potassium carbonate; sodium iodide; In various solvent(s); Title compound not separated from byproducts; Heating;

upstream raw materials:

(E/Z)-crotyl bromide

3-hydroxy-5-methoxy-benzoic acid methyl ester

2-chloro-3-butene

3-hydroxy-5-methoxybenzoic acid

Downstream raw materials:

methyl 2-(2-butenyl)-5-hydroxy-3-methoxybenzoate

methyl 3-hydroxy-5-methoxy-4-(1-methylallyl)benzoate

2-(2-butenyl)-5-hydroxy-3-methoxybenzoic acid

4-(1-methylallyl)-3-hydroxy-5-methoxybenzoic acid