2-(5,5-dimethyltetrahydrofuran-2-yl)-5,8-dihydroxynaphthalene-1,4-dione

Base Information

Chemical Name:2-(5,5-dimethyltetrahydrofuran-2-yl)-5,8-dihydroxynaphthalene-1,4-dione
CAS No.:64981-70-0
Molecular Formula:C16H16O5
Molecular Weight:288.2952
Hs Code.:

Synonyms:

Suppliers and Price of 2-(5,5-dimethyltetrahydrofuran-2-yl)-5,8-dihydroxynaphthalene-1,4-dione

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

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Total 2 raw suppliers

Chemical Property of 2-(5,5-dimethyltetrahydrofuran-2-yl)-5,8-dihydroxynaphthalene-1,4-dione

Chemical Property:

Vapor Pressure:7.3E-12mmHg at 25°C
Boiling Point:530.3°Cat760mmHg
Flash Point:200.9°C
Density:1.377g/cm³

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Technology Process of 2-(5,5-dimethyltetrahydrofuran-2-yl)-5,8-dihydroxynaphthalene-1,4-dione

There total 16 articles about 2-(5,5-dimethyltetrahydrofuran-2-yl)-5,8-dihydroxynaphthalene-1,4-dione 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: 80.0%

: 2-[1-(tert-butyl-dimethyl-silanyloxy)-4-hydroxy-4-methyl-pentyl]-5,8-dihydroxy-[1,4]naphthoquinone

: 64981-70-0
cycloshikonin

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane; at 0 - 25 ℃; for 0.5h;
DOI:10.1016/S0960-894X(99)00457-6

Reference yield:

: 1015-55-0
5,8-dimethoxytetralone

: 64981-70-0
cycloshikonin

Guidance literature:: Multi-step reaction with 12 steps

1.1: n-Bu₄NBr₃ / CHCl₃; methanol / 3 h / 20 °C

1.2: 54 percent / CaCO₃ / dimethylformamide / 2 h / 150 - 160 °C

2.1: EtMgBr / diethyl ether

2.2: 70 percent / CH₂Cl₂ / 7 h / 0 °C / ultrasonication

3.1: 100 percent / imidazole / dimethylformamide / 24 h / 25 °C

4.1: 90 percent / DMAP; pyridine / 24 h / 0 - 25 °C

5.1: FeCl₃*SiO₂ / CHCl₃ / 5 h / 25 °C

5.2: aq. NaIO₄; silica gel / CH₂Cl₂ / 3 h / 25 °C

6.1: CH₂Cl₂ / 24 h / 25 °C

7.1: 100 percent / H₂ / 10 percent Pd/C / ethyl acetate / 16 h / 25 °C

8.1: diethyl ether / 3 h / 0 - 25 °C

9.1: NH₂NH₂*H₂O / methanol / 4 h / 25 °C

10.1: 85 percent / DAIB / acetonitrile; H₂O / 2 h / 0 - 25 °C

11.1: 70 percent / AgO; HNO₃ / acetonitrile / 0.5 h / 0 - 25 °C

12.1: 80 percent / BF₃*Et₂O / CH₂Cl₂ / 0.5 h / 0 - 25 °C

With pyridine; 1H-imidazole; dmap; silver(II) oxide; [bis(acetoxy)iodo]benzene; boron trifluoride diethyl etherate; ethylmagnesium bromide; hydrogen; nitric acid; tetra-N-butylammonium tribromide; silica gel; iron(III) chloride; hydrazine hydrate; palladium on activated charcoal; In methanol; diethyl ether; dichloromethane; chloroform; water; ethyl acetate; N,N-dimethyl-formamide; acetonitrile; 1.1: Substitution / 1.2: Dehalogenation / 2.1: Metallation / 2.2: Grignard reaction / 3.1: Condensation / 4.1: Acetylation / 5.1: Hydrolysis / 5.2: Oxidation / 6.1: Substitution / 7.1: Hydrogenation / 8.1: Grignard reaction / 9.1: Hydrolysis / 10.1: Oxidation / 11.1: Hydrolysis / 12.1: Cyclization;
DOI:10.1016/S0960-894X(99)00457-6

Reference yield:

: 1083-11-0
4-(2,5-dimethoxyphenyl)butyric acid

: 64981-70-0
cycloshikonin

Guidance literature:: Multi-step reaction with 13 steps

1.1: 85 percent / (CF₃CO)2O / CH₂Cl₂ / 4 h / 0 - 25 °C

2.1: n-Bu₄NBr₃ / CHCl₃; methanol / 3 h / 20 °C

2.2: 54 percent / CaCO₃ / dimethylformamide / 2 h / 150 - 160 °C

3.1: EtMgBr / diethyl ether

3.2: 70 percent / CH₂Cl₂ / 7 h / 0 °C / ultrasonication

4.1: 100 percent / imidazole / dimethylformamide / 24 h / 25 °C

5.1: 90 percent / DMAP; pyridine / 24 h / 0 - 25 °C

6.1: FeCl₃*SiO₂ / CHCl₃ / 5 h / 25 °C

6.2: aq. NaIO₄; silica gel / CH₂Cl₂ / 3 h / 25 °C

7.1: CH₂Cl₂ / 24 h / 25 °C

8.1: 100 percent / H₂ / 10 percent Pd/C / ethyl acetate / 16 h / 25 °C

9.1: diethyl ether / 3 h / 0 - 25 °C

10.1: NH₂NH₂*H₂O / methanol / 4 h / 25 °C

11.1: 85 percent / DAIB / acetonitrile; H₂O / 2 h / 0 - 25 °C

12.1: 70 percent / AgO; HNO₃ / acetonitrile / 0.5 h / 0 - 25 °C

13.1: 80 percent / BF₃*Et₂O / CH₂Cl₂ / 0.5 h / 0 - 25 °C

With pyridine; 1H-imidazole; dmap; silver(II) oxide; [bis(acetoxy)iodo]benzene; boron trifluoride diethyl etherate; ethylmagnesium bromide; hydrogen; nitric acid; tetra-N-butylammonium tribromide; silica gel; iron(III) chloride; hydrazine hydrate; trifluoroacetic anhydride; palladium on activated charcoal; In methanol; diethyl ether; dichloromethane; chloroform; water; ethyl acetate; N,N-dimethyl-formamide; acetonitrile; 1.1: Cyclization / 2.1: Substitution / 2.2: Dehalogenation / 3.1: Metallation / 3.2: Grignard reaction / 4.1: Condensation / 5.1: Acetylation / 6.1: Hydrolysis / 6.2: Oxidation / 7.1: Substitution / 8.1: Hydrogenation / 9.1: Grignard reaction / 10.1: Hydrolysis / 11.1: Oxidation / 12.1: Hydrolysis / 13.1: Cyclization;
DOI:10.1016/S0960-894X(99)00457-6