5-Hydroxy-4-phenyloxolan-2-one

Base Information

• Chemical Name: 5-Hydroxy-4-phenyloxolan-2-one
• CAS No.: 78920-22-6
• Molecular Formula: C10H10O3
• Molecular Weight: 178.188
• DSSTox Substance ID: DTXSID80511826
• Nikkaji Number: J1.454.630H
• Mol file: 78920-22-6.mol

Synonyms:5-Hydroxy-4-phenyloxolan-2-one;78920-22-6;DTXSID80511826

Chemical Property of 5-Hydroxy-4-phenyloxolan-2-one

Chemical Property:

• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 178.062994177
• Heavy Atom Count: 13
• Complexity: 196

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(C(OC1=O)O)C2=CC=CC=C2

Technology Process of 5-Hydroxy-4-phenyloxolan-2-one

There total 8 articles about 5-Hydroxy-4-phenyloxolan-2-one 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: 93.0%

2,2-dichloro-3-phenylcyclobutanone (13866-28-9) → 5-hydroxy-4-phenyl-4,5-dihydro-3H-furan-2-one (78920-22-6)

Guidance literature:

With potassium hydroxide; at 80 ℃; for 3h;

Reference yield: 86.0%

4-phenyl-5-hydroxy-2-(5H)-furanone (78920-11-3) → 3-Phenylsuccinaldehydic acid (5676-35-7) + 5-hydroxy-4-phenyl-4,5-dihydro-3H-furan-2-one (78920-22-6)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethyl acetate; for 4h; under 760 Torr;

DOI:10.1021/jo00337a013

Reference yield:

phenylacetaldehyde (122-78-1) → 5-hydroxy-4-phenyl-4,5-dihydro-3H-furan-2-one (78920-22-6)

Guidance literature:

Multi-step reaction with 5 steps

1: 70 percent / aq. ethanol / Ambient temperature

2: conc. HCl / 0.25 h / Heating

3: HCl(g) / 12 h / Heating

4: 80 percent / H₂ / 10percent Pd-C / ethanol / 4 h / 760 Torr

5: H₂O

With hydrogenchloride; water; hydrogen; palladium on activated charcoal; In ethanol;

DOI:10.1021/jo00337a013

upstream raw materials:

4-phenyl-5-hydroxy-2-(5H)-furanone

2,2-dichloro-3-phenylcyclobutanone

5-ethoxy-4,5-dihydro-4-phenylfuran-2(3H)-one

phenylacetaldehyde

Downstream raw materials:

5-methoxy-3-phenyl-4,5-dihydro-3H-furan-2-one

2-phenylsuccinic acid

cis-5-allyl-4,5-dihydro-4-phenyl-2(3H)-furanone

trans-5-allyl-4,5-dihydro-4-phenyl-2(3H)-furanone