4H-1-Benzopyran-4-one, 2,3-dihydro-3-hydroxy-

Base Information

• Chemical Name: 4H-1-Benzopyran-4-one, 2,3-dihydro-3-hydroxy-
• CAS No.: 74736-89-3
• Molecular Formula: C9H8O3
• Molecular Weight: 164.161
• European Community (EC) Number: 889-594-8
• Mol file: 74736-89-3.mol

Synonyms:74736-89-3;3-hydroxychroman-4-one;4H-1-Benzopyran-4-one, 2,3-dihydro-3-hydroxy-;3-HYDROXY-3,4-DIHYDRO-2H-1-BENZOPYRAN-4-ONE;3-hydroxy-2,3-dihydrochromen-4-one;starbld0025593;3-hydroxy-4-chromanone;SCHEMBL68086;EN300-2008965;Z1513597915

Chemical Property of 4H-1-Benzopyran-4-one, 2,3-dihydro-3-hydroxy-

Chemical Property:

• XLogP3: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 164.047344113
• Heavy Atom Count: 12
• Complexity: 190

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1C(C(=O)C2=CC=CC=C2O1)O

Technology Process of 4H-1-Benzopyran-4-one, 2,3-dihydro-3-hydroxy-

There total 1 articles about 4H-1-Benzopyran-4-one, 2,3-dihydro-3-hydroxy- 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: 4.0%

chrom-3-en-4-ol acetate (42327-53-7) → 1-benzopyran-4(4H)-one (491-38-3) + 2,3-dihydro-4H-1-benzopyran-4-one (491-37-2) + 4-oxo-3,4-dihydro-2H-chromen-3-yl acetate (18672-78-1) + 1-(2-acetoxyphenyl)propenone (74736-86-0) + (+/-)-3-hydroxy-2,3-dihydro-4H-chromen-4-one (74736-89-3) + anti-7,8-diacethoxydibenzo-4,11-dioxatricyclo<6.4.O.O2,7>dodecane (112011-06-0)

Guidance literature:

In hexane; for 6h; Product distribution; Irradiation;

DOI:10.1016/S0040-4020(01)90037-7

Reference yield: 92.0%

N-methyll-N-(phenylethylnyl)methanesulfonamide (1333483-14-9) + (+/-)-3-hydroxy-2,3-dihydro-4H-chromen-4-one (74736-89-3) → N-methyl-N-(1-phenyl-4H-furo[2,3-c]chromen-2-yl)methanesulfonamide

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 20 ℃; Inert atmosphere;

DOI:10.1002/adsc.202100769

Reference yield:

(+/-)-3-hydroxy-2,3-dihydro-4H-chromen-4-one (74736-89-3) → benzyl (+/-)-trans-N-(3-acetoxychroman-4-yl)carbamate

Guidance literature:

Multi-step reaction with 6 steps

1: 70 percent / hydroxylammonium chloride; pyridine / 16 h / 20 °C

2: aq. HBr / Pd/C / methanol / 12 h / 20 °C

3: 542.9 mg / Na₂CO₂ / H₂O; CH₂Cl₂ / 4 h / 0 °C

4: PPh₃; DEAD / tetrahydrofuran

5: 156.2 mg / sodium methoxide / methanol / 4 h / 0 °C

6: pyridine / CH₂Cl₂ / 8 h / 0 °C

With pyridine; hydroxylamine hydrochloride; hydrogen bromide; sodium methylate; sodium carbonate; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water; 4: Mitsunobu inversion;

DOI:10.1002/ejoc.200600385

upstream raw materials:

chrom-3-en-4-ol acetate

Downstream raw materials:

cis-4-amino-chroman-3-ol

trans-4-amino-chroman-3-ol