Benzaldehyde, 3-(2-methyl-1,3-dioxolan-2-yl)-

Base Information

• Chemical Name: Benzaldehyde, 3-(2-methyl-1,3-dioxolan-2-yl)-
• CAS No.: 132100-31-3
• Molecular Formula: C11H12O3
• Molecular Weight: 192.214
• DSSTox Substance ID: DTXSID50442390
• Nikkaji Number: J914.881G
• Wikidata: Q82259641
• Mol file: 132100-31-3.mol

Synonyms:132100-31-3;Benzaldehyde, 3-(2-methyl-1,3-dioxolan-2-yl)-;3-(2-methyl-1,3-dioxolan-2-yl)benzaldehyde;SCHEMBL856168;DTXSID50442390;NSMDBQYWQPQJBI-UHFFFAOYSA-N;3-(2-methyl-[1,3]dioxolan-2-yl)benzaldehyde;3-(2-Methyl-[1,3]dioxolan-2-yl)-benzaldehyde

Chemical Property of Benzaldehyde, 3-(2-methyl-1,3-dioxolan-2-yl)-

Chemical Property:

• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 192.078644241
• Heavy Atom Count: 14
• Complexity: 209

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Benzaldehyde, 3-(2-methyl-1,3-dioxolan-2-yl)-

There total 4 articles about Benzaldehyde, 3-(2-methyl-1,3-dioxolan-2-yl)- 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: 98.0%

2-(3-bromophenyl)-2-methyl-[1,3]dioxolane (39172-32-2) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 3-(2-methyl-[1,3]dioxolan-2-yl)benzaldehyde (132100-31-3)

Guidance literature:

2-(3-bromophenyl)-2-methyl-[1,3]dioxolane; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 1h;

N,N-dimethyl-formamide; In tetrahydrofuran; at -78 ℃; for 0.5h;

Reference yield: 91.0%

m-bromobenzoic aldehyde (3132-99-8) + ethyleneglycol vinyl ether (764-48-7) → 2-(3-formylbenzyl)-1,3-dioxolane + 3-(2-methyl-[1,3]dioxolan-2-yl)benzaldehyde (132100-31-3)

Guidance literature:

With cis,cis,cis-1,2,3,4-tetrakis (diphenylphosphinomethyl)cyclopentane; potassium carbonate; bis(η3-allyl-μ-chloropalladium(II)); In N,N-dimethyl-formamide; at 130 ℃; for 20h;

DOI:10.1002/ejoc.200500540

Reference yield: 85.0%

3-(2-methyl-1,3-dioxolan-2-yl)benzonitrile (149917-32-8) → 3-(2-methyl-[1,3]dioxolan-2-yl)benzaldehyde (132100-31-3)

Guidance literature:

3-(2-methyl-1,3-dioxolan-2-yl)benzonitrile; With diisobutylaluminium hydride; In dichloromethane; toluene; at -40 ℃; for 3h; Inert atmosphere;

With hydrogenchloride; water; In methanol; dichloromethane; toluene; at 20 ℃; for 1h; pH=3;

DOI:10.1021/jm8003416

upstream raw materials:

2-(3-bromophenyl)-2-methyl-[1,3]dioxolane

N,N-dimethyl-formamide

m-bromobenzoic aldehyde

ethyleneglycol vinyl ether

Downstream raw materials:

N-(5-ethyl-4-{hydroxy-[3-(2-methyl-[1,3]dioxolan-2-yl)-phenyl]-methyl}-2-methoxy-6-methyl-pyridin-3-yl)-2,2-dimethyl-propionamide

4-(3-acetyl-benzoyl)-3-amino-5-ethyl-6-methyl-1H-pyridin-2-one

N-[4-(3-acetylbenzoyl)-5-ethyl-2-methoxy-6-methylpyridin-3-yl]-2,2-dimethylpropionamide

N-{5-ethyl-2-methoxy-6-methyl-4-[3-(2-methyl-[1,3]dioxolan-2-yl)-benzoyl]-pyridin-3-yl}-2,2-dimethyl-propionamide