3-Carbethoxypsoralen

Base Information

• Chemical Name: 3-Carbethoxypsoralen
• CAS No.: 20073-24-9
• Molecular Formula: C14H10O5
• Molecular Weight: 258.23
• Hs Code.: 2932999099
• European Community (EC) Number: 243-498-7
• UNII: BB04Z808HM
• DSSTox Substance ID: DTXSID2074875
• Nikkaji Number: J75.537K
• Wikidata: Q27121904
• Metabolomics Workbench ID: 57330
• Mol file: 20073-24-9.mol

Synonyms:3-carbethoxy-psoralen;3-carbethoxypsoralen;7H-furo(3,2-g)(1)benzopyran-3-carboxylic acid, 7-oxo-, ethyl ester

Chemical Property of 3-Carbethoxypsoralen

Chemical Property:

• Vapor Pressure: 7.54E-08mmHg at 25°C
• Melting Point: 148-149 °C
• Boiling Point: 437.3°C at 760 mmHg
• Flash Point: 218.3°C
• PSA: 69.65000
• Density: 1.387g/cm³
• LogP: 2.71590
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 258.05282342
• Heavy Atom Count: 19
• Complexity: 428

Purity/Quality:

98%Min ^*data from raw suppliers

ETHYL 7-OXO-7H-FURO[3,2-G][1]BENZOPYRAN-6-CARBOXYLATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOC(=O)C1=CC2=C(C=C3C(=C2)C=CO3)OC1=O

Technology Process of 3-Carbethoxypsoralen

There total 3 articles about 3-Carbethoxypsoralen 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: 28.0%

6-hydroxy-5-benzofurancarboxaldehyde (20073-22-7) + ethyl 4,4,4-trichloroacetoacetate (3702-98-5) → ethyl 2-oxo-2H-furo[3,2-g]chromene-3-carboxylate (20073-24-9)

Guidance literature:

With piperidine; In toluene; for 12h; Reflux;

DOI:10.1016/j.tetlet.2015.01.114

Reference yield:

7-oxo-2,3-dihydro-7H-furo[3,2-g]chromene-6-carboxylic acid ethyl ester (73097-13-9) → ethyl 2-oxo-2H-furo[3,2-g]chromene-3-carboxylate (20073-24-9)

Guidance literature:

With palladium on activated charcoal; diphenylether;

DOI:10.1021/ja01160a024

Reference yield:

2,4-Dihydroxybenzaldehyde (95-01-2) → ethyl 2-oxo-2H-furo[3,2-g]chromene-3-carboxylate (20073-24-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydrogencarbonate; potassium iodide / N,N-dimethyl-formamide / 0.5 h / 50 °C

1.2: 36 h / 70 °C

2.1: Amberlyst-15 resin / toluene / 24 h / Reflux; Dean-Stark

3.1: piperidine / toluene / 12 h / Reflux

With piperidine; sodium hydrogencarbonate; potassium iodide; In N,N-dimethyl-formamide; toluene;

DOI:10.1016/j.tetlet.2015.01.114

upstream raw materials:

7-oxo-2,3-dihydro-7H-furo[3,2-g]chromene-6-carboxylic acid ethyl ester

2,4-Dihydroxybenzaldehyde

6-hydroxy-5-benzofurancarboxaldehyde

ethyl 4,4,4-trichloroacetoacetate

Downstream raw materials:

3-Oxo-1-phenyl-1,9b-dihydro-2H-4,6-dioxa-cyclobuta[a]cyclopenta[g]naphthalene-2a-carboxylic acid ethyl ester

3-Oxo-1-p-tolyl-1,9b-dihydro-2H-4,6-dioxa-cyclobuta[a]cyclopenta[g]naphthalene-2a-carboxylic acid ethyl ester