4-(3-methyl-5-phenylfuran-2-yl)butanal

Base Information

• Chemical Name: 4-(3-methyl-5-phenylfuran-2-yl)butanal
• CAS No.: 1351381-68-4
• Molecular Formula: C₁₅H₁₆O₂
• Molecular Weight: 228.291
• Mol file: 1351381-68-4.mol

Synonyms:4-(3-methyl-5-phenylfuran-2-yl)butanal

Chemical Property of 4-(3-methyl-5-phenylfuran-2-yl)butanal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(3-methyl-5-phenylfuran-2-yl)butanal

There total 7 articles about 4-(3-methyl-5-phenylfuran-2-yl)butanal 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: 83.0%

6-hydroxy-2-methyl-2-(phenylethynyl)cyclohexanone → 4-(3-methyl-5-phenylfuran-2-yl)butanal (1351381-68-4)

Guidance literature:

With platinum(IV) chloride; isopropyl alcohol; In toluene; at 100 ℃; for 0.5h; Inert atmosphere;

DOI:10.1002/anie.201103961

Reference yield:

6-((tert-butyldimethylsilyl)oxy)-2-methyl-2-(phenylethynyl)cyclohexanol → 4-(3-methyl-5-phenylfuran-2-yl)butanal (1351381-68-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: oxalyl dichloride / dichloromethane; dimethyl sulfoxide / 0.5 h / -78 °C

1.2: 1 h / -78 - 20 °C

2.1: hydrogenchloride; water / methanol / 1 h / 20 °C

3.1: platinum(IV) chloride; isopropyl alcohol / toluene / 0.5 h / 100 °C / Inert atmosphere

With hydrogenchloride; oxalyl dichloride; water; platinum(IV) chloride; isopropyl alcohol; In methanol; dichloromethane; dimethyl sulfoxide; toluene; 1.1: Swern oxidation / 1.2: Swern oxidation;

DOI:10.1002/anie.201103961

Reference yield:

3-methylcyclohexen-2-one (1193-18-6) → 4-(3-methyl-5-phenylfuran-2-yl)butanal (1351381-68-4)

Guidance literature:

Multi-step reaction with 7 steps

1.1: sodium tetrahydroborate; cerium(III) chloride heptahydrate / methanol / 1 h / 20 °C

2.1: sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0 - 20 °C

3.1: 1H-imidazole; dmap / dichloromethane / 5 h / 0 - 20 °C

4.1: n-butyllithium; trimethylaluminum / diethyl ether / 0 - 20 °C

4.2: 3 h / -78 °C

5.1: oxalyl dichloride / dichloromethane; dimethyl sulfoxide / 0.5 h / -78 °C

5.2: 1 h / -78 - 20 °C

6.1: hydrogenchloride; water / methanol / 1 h / 20 °C

7.1: platinum(IV) chloride; isopropyl alcohol / toluene / 0.5 h / 100 °C / Inert atmosphere

With 1H-imidazole; hydrogenchloride; dmap; sodium tetrahydroborate; n-butyllithium; oxalyl dichloride; cerium(III) chloride heptahydrate; water; trimethylaluminum; platinum(IV) chloride; sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; isopropyl alcohol; In methanol; diethyl ether; dichloromethane; dimethyl sulfoxide; toluene; 5.1: Swern oxidation / 5.2: Swern oxidation;

DOI:10.1002/anie.201103961

upstream raw materials:

3-methylcyclohexen-2-one

3-methylcyclohex-2-en-1-ol

(±)-trans-6-methyl-7-oxabicyclo[4.1.0]heptan-2-ol