4-Butyldihydro-3-methylene-2(3H)-furanone

Base Information

• Chemical Name: 4-Butyldihydro-3-methylene-2(3H)-furanone
• CAS No.: 137669-65-9
• Molecular Formula: C9H14O2
• European Community (EC) Number: 604-032-1
• DSSTox Substance ID: DTXSID401271090
• Mol file: 137669-65-9.mol

Synonyms:4-Butyldihydro-3-methylene-2(3H)-furanone;137669-65-9;SCHEMBL8394024;DTXSID401271090

Chemical Property of 4-Butyldihydro-3-methylene-2(3H)-furanone

Chemical Property:

• Vapor Pressure: 0.00927mmHg at 25°C
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 154.099379685
• Heavy Atom Count: 11
• Complexity: 172

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCCCC1COC(=O)C1=C

Technology Process of 4-Butyldihydro-3-methylene-2(3H)-furanone

There total 5 articles about 4-Butyldihydro-3-methylene-2(3H)-furanone 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: 25.0%

methyl 2-{1-[(triethoxysilyl)methyl]pentyl}propenoate (872555-32-3) → β-Butyl-α-methylen-γ-butyrolacton (137669-65-9)

Guidance literature:

With potassium hydrogen bifluoride; dihydrogen peroxide; potassium hydrogencarbonate; In tetrahydrofuran; methanol; water; at 20 ℃; for 12h;

DOI:10.1246/bcsj.80.1814

Reference yield:

β-Butyliden-γ-butyrolacton (137669-51-3) → β-Butyl-α-methylen-γ-butyrolacton (137669-65-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 88 percent / H₂ / 10percent Pd/C / acetic acid / 16 h / 30 °C / 22501.8 Torr

2: 1) lithiumdiisopropylamide / 1) THF/hexane, -78 deg C, 2) -25 deg C, 30 min

3: 1) CH₂O, diethylamine, 2) NaOAc / 1) H₂O, reflux, 30 min, 2) glacial acetic acid, reflux, 15 min

With formaldehyd; hydrogen; sodium acetate; diethylamine; lithium diisopropyl amide; palladium on activated charcoal; In acetic acid;

Reference yield:

3-Butylidenbernsteinsaeure-monoethylester (137669-41-1) → β-Butyl-α-methylen-γ-butyrolacton (137669-65-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 56 percent / NaAlH₂Et₂ / toluene; diethyl ether / 16 h / Ambient temperature

2: 88 percent / H₂ / 10percent Pd/C / acetic acid / 16 h / 30 °C / 22501.8 Torr

3: 1) lithiumdiisopropylamide / 1) THF/hexane, -78 deg C, 2) -25 deg C, 30 min

4: 1) CH₂O, diethylamine, 2) NaOAc / 1) H₂O, reflux, 30 min, 2) glacial acetic acid, reflux, 15 min

With formaldehyd; hydrogen; sodium acetate; diethylamine; sodium aluminum diethyl dihydride; lithium diisopropyl amide; palladium on activated charcoal; In diethyl ether; acetic acid; toluene;

upstream raw materials:

(±)-4-butyldihydro-2(3H)-furanone

β-Butyliden-γ-butyrolacton

3-Butylidenbernsteinsaeure-monoethylester

methyl 2-{1-[(triethoxysilyl)methyl]pentyl}propenoate