4,5-Dihydrofuran-2-carbaldehyde

Base Information

• Chemical Name: 4,5-Dihydrofuran-2-carbaldehyde
• CAS No.: 63493-93-6
• Molecular Formula: C5H6O2
• Molecular Weight: 98.1014
• European Community (EC) Number: 891-683-1
• DSSTox Substance ID: DTXSID80558135
• Nikkaji Number: J1.117.197D
• Wikidata: Q82440309
• Mol file: 63493-93-6.mol

Synonyms:4,5-dihydrofuran-2-carbaldehyde;63493-93-6;2,3-dihydrofuran-5-carbaldehyde;4,5-dihydrofurfural;DTXSID80558135;AKEUNKGGNNAMQL-UHFFFAOYSA-N;D79895

Chemical Property of 4,5-Dihydrofuran-2-carbaldehyde

Chemical Property:

• PSA: 26.30000
• LogP: 0.48950
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 98.036779430
• Heavy Atom Count: 7
• Complexity: 105

Purity/Quality:

99% ^*data from raw suppliers

4,5-Dihydrofuran-2-carbaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COC(=C1)C=O

Technology Process of 4,5-Dihydrofuran-2-carbaldehyde

There total 1 articles about 4,5-Dihydrofuran-2-carbaldehyde 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: 40.0%

2,3-dihydro-2H-furan (1191-99-7,75454-45-4) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 2,3-Dihydrofuran-5-carboxaldehyde (63493-93-6)

Guidance literature:

With tert.-butyl lithium; In tetrahydrofuran; pentane; 1.) -78 deg C, 20 min; -78 deg C to 0 deg C, 30 min; 2.) -78 deg C, 1 h;

DOI:10.1021/jo00087a018

Reference yield: 95.0%

2,3-Dihydrofuran-5-carboxaldehyde (63493-93-6) + edaravone (89-25-8) → 4-((furan-2-yl)(5-hydroxy-3-methyl-1-phenyl-1H-pyrazol-4-yl)methyl)-3-methyl-1-phenyl-1H-pyrazol-5-ol (312311-97-0)

Guidance literature:

With Phloroglucin-trisulfatester; silica gel; In ethanol; at 75 ℃; for 0.05h; Green chemistry;

DOI:10.1016/S1872-2067(11)60477-4

Reference yield:

2,3-Dihydrofuran-5-carboxaldehyde (63493-93-6) → (3aR,8S,8aR)-6-bromo-8a-(hydroxymethyl)-5-phenyl-8-(trifluoromethyl)-3,3a,8,8a-tetrahydro-2H-furo[2,3-b]pyrrolizin-8-ol (1607459-57-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: (S)-2-{bis[3,5-bis(trifluoromethyl)phenyl][(trimethylsilanyl)oxy]methyl}pyrrolidine; benzoic acid / toluene / 96 h / -10 °C

2.1: sodium tetrahydroborate / toluene; ethanol / 0.5 h / -10 °C

3.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane / 0.33 h / 20 °C / Inert atmosphere

3.2: 4 h / 80 °C / Inert atmosphere

With (S)-2-{bis[3,5-bis(trifluoromethyl)phenyl][(trimethylsilanyl)oxy]methyl}pyrrolidine; sodium tetrahydroborate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; benzoic acid; In 1,4-dioxane; ethanol; toluene; 3.1: |Suzuki Coupling / 3.2: |Suzuki Coupling;

DOI:10.1002/ejoc.201301260

upstream raw materials:

2,3-dihydro-2H-furan

N,N-dimethyl-formamide

Downstream raw materials:

(3aR,8S,8aR)-6-bromo-8a-(hydroxymethyl)-5-phenyl-8-(trifluoromethyl)-3,3a,8,8a-tetrahydro-2H-furo[2,3-b]pyrrolizin-8-ol

(3aR,8S,8aR)-8a-(hydroxymethyl)-6-(4-methoxyphenyl)-5-phenyl-8-(trifluoromethyl)-3,3a,8,8a-tetrahydro-2H-furo[2,3-b]pyrrolizin-8-ol

4-((furan-2-yl)(5-hydroxy-3-methyl-1-phenyl-1H-pyrazol-4-yl)methyl)-3-methyl-1-phenyl-1H-pyrazol-5-ol