Naphtho[1,2-b]furan-2(3H)-one

Base Information

• Chemical Name: Naphtho[1,2-b]furan-2(3H)-one
• CAS No.: 6050-80-2
• Molecular Formula: C12H8O2
• Mol file: 6050-80-2.mol

Synonyms:

Chemical Property of Naphtho[1,2-b]furan-2(3H)-one

Chemical Property:

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Naphtho[1,2-b]furan-2(3H)-one

There total 7 articles about Naphtho[1,2-b]furan-2(3H)-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: 91.0%

N,N-Diethyl-2-(1-hydroxy-naphthalen-2-yl)-acetamide → naphtho[1,2-b]furan-2(3H)-one (6050-80-2)

Guidance literature:

With trifluoroacetic acid; In toluene; for 1h; Heating;

DOI:10.1055/s-1997-5743

Reference yield: 83.0%

1-(ethynyloxy)-naphthalene (92024-79-8) → naphtho[1,2-b]furan-2(3H)-one (6050-80-2)

Guidance literature:

With 2,6-lutidine N-oxide; tetrafluoroboric acid diethyl ether; In 1,4-dioxane; at 80 ℃; for 5h;

DOI:10.1002/anie.201304813

Reference yield:

O-(2-methyl-1-naphthyl) N,N-diethylcarbamate (85630-40-6) → naphtho[1,2-b]furan-2(3H)-one (6050-80-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 82 percent / 1.) LDA; 2.) aq. satd. NH₄Cl / tetrahydrofuran / 6.5 h / -78 - 0 °C

2: 91 percent / TFA / toluene / 1 h / Heating

With ammonium chloride; trifluoroacetic acid; lithium diisopropyl amide; In tetrahydrofuran; toluene;

DOI:10.1055/s-1997-5743

upstream raw materials:

O-(2-methyl-1-naphthyl) N,N-diethylcarbamate

1-(ethynyloxy)-naphthalene

α-naphthol

Refernces

• 1、 Wang, Youliang,Zhang, Liming. "Recent developments in the chemistry of heteroaromatic N -oxides". . . Retrieved 2015/02/19.
• 2、 Kalinin,Miah,Chattopadhyay,Tsukazaki,Wicki,Nguen,Coelho,Kerr,Snieckus. "Anionic Homologous Fries Rearrangement of O-(2-Methylaryl)carbamates. A Regiospecific Route to Benzo[b]furan-2(3H)-ones including an Unnamed Metabolite from Helenium Species". . p. 839 - 841. Retrieved 2007/10/03.