5-(1,1-Ethylenedioxy-ethyl)-2-methoxy benzaldehyde

Base Information

• Chemical Name: 5-(1,1-Ethylenedioxy-ethyl)-2-methoxy benzaldehyde
• CAS No.: 81224-35-3
• Molecular Formula: C₁₂H₁₄O₄
• Molecular Weight: 222.241
• DSSTox Substance ID: DTXSID601217248
• Mol file: 81224-35-3.mol

Synonyms:81224-35-3;5-(1,1-ethylenedioxy-ethyl)-2-methoxy benzaldehyde;SCHEMBL11185676;GDLHBOJTFUJFKI-UHFFFAOYSA-N;DTXSID601217248;2-methoxy-5-(2-methyl-1,3-dioxolan-2-yl)benzaldehyde

Chemical Property of 5-(1,1-Ethylenedioxy-ethyl)-2-methoxy benzaldehyde

Chemical Property:

• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 222.08920892
• Heavy Atom Count: 16
• Complexity: 247

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1(OCCO1)C2=CC(=C(C=C2)OC)C=O

Technology Process of 5-(1,1-Ethylenedioxy-ethyl)-2-methoxy benzaldehyde

There total 4 articles about 5-(1,1-Ethylenedioxy-ethyl)-2-methoxy benzaldehyde 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:

3-bromo-4-methoxyacetophenone (35310-75-9) → dioxolanne de l'acetyl-3 methoxy-6 benzaldehyde (81224-35-3)

Guidance literature:

Multi-step reaction with 2 steps

1: p-TsOH*H₂O / benzene / Heating

2: 1) n-BuLi / 1) hexanes, THF, dry ice bath, 10-15 min, 2) 0 deg C, 1 h, 3) r.t., 1.28 h

With n-butyllithium; toluene-4-sulfonic acid; In benzene;

DOI:10.1021/jo00058a018

Reference yield:

2-bromoanisole (578-57-4) → dioxolanne de l'acetyl-3 methoxy-6 benzaldehyde (81224-35-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 68 percent / AlCl₃ / CH₂Cl₂

2: p-TsOH*H₂O / benzene / Heating

3: 1) n-BuLi / 1) hexanes, THF, dry ice bath, 10-15 min, 2) 0 deg C, 1 h, 3) r.t., 1.28 h

With n-butyllithium; aluminium trichloride; toluene-4-sulfonic acid; In dichloromethane; benzene;

DOI:10.1021/jo00058a018

Reference yield:

N-Formylpiperidine (2591-86-8) + 2-(3-bromo-4-methoxyphenyl)-2-methyl-1,3-dioxolane (81224-34-2) → dioxolanne de l'acetyl-3 methoxy-6 benzaldehyde (81224-35-3)

Guidance literature:

With n-butyllithium; Yield given. Multistep reaction; 1) hexanes, THF, dry ice bath, 10-15 min, 2) 0 deg C, 1 h, 3) r.t., 1.28 h;

DOI:10.1021/jo00058a018

upstream raw materials:

N-Formylpiperidine

2-(3-bromo-4-methoxyphenyl)-2-methyl-1,3-dioxolane

N,N-dimethyl-formamide

2-bromoanisole

Downstream raw materials:

5-acetyl-2-methoxybenzaldehyde

methoxy-4 acetyl-7 indole