5H-Indeno[5,6-d]-1,3-dioxol-5-ol, 5-methyl-7-(3,4,5-trimethoxyphenyl)-

Base Information

Chemical Name:5H-Indeno[5,6-d]-1,3-dioxol-5-ol, 5-methyl-7-(3,4,5-trimethoxyphenyl)-
CAS No.:94671-16-6
Molecular Formula:C₂₀H₂₀O₆
Molecular Weight:356.375
Hs Code.:

Synonyms:

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

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Chemical Property of 5H-Indeno[5,6-d]-1,3-dioxol-5-ol, 5-methyl-7-(3,4,5-trimethoxyphenyl)-

Chemical Property:

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Technology Process of 5H-Indeno[5,6-d]-1,3-dioxol-5-ol, 5-methyl-7-(3,4,5-trimethoxyphenyl)-

There total 10 articles about 5H-Indeno[5,6-d]-1,3-dioxol-5-ol, 5-methyl-7-(3,4,5-trimethoxyphenyl)- 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:

: 94671-18-8
6-diazo-7-(3,4,5-trimethoxyphenyl)-5H-indeno<5,6-d>-1,3-dioxol-5-one

: 94671-16-6
5-methyl-7-(3,4,5-trimethoxyphenyl)-5H-indeno<5,6-d>-1,3-dioxol-5-ol

Guidance literature:: Multi-step reaction with 6 steps

1: 8 percent / 5 h / Irradiation; var. solvents as reagents, var. reaction conditions

2: 1.) LDA, 2.) Et₃N / 1.) THF, -78 deg C, 0.5 h, 2.) from -78 deg C to 25 deg C, overnight

3: 24 percent / 5percent aq. NaHCO₃, m-chloroperbenzoic acid / CH₂Cl₂ / 0.5 h / 0 °C

4: 55 percent / Et₃N / CH₂Cl₂ / 0.5 h / -10 °C

5: 41 percent / tetrahydrofuran; diethyl ether / 1.) -78 deg C, 2 h, 2.) -78 deg C to 25 deg C, 1 h

6: 100 percent / potassium tert-butoxide / tetrahydrofuran / 0.5 h / 25 °C

With potassium tert-butylate; sodium hydrogencarbonate; triethylamine; 3-chloro-benzenecarboperoxoic acid; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1021/jo00207a034

Reference yield:

: 94671-17-7
7-(3,4,5-trimethoxyphenyl)-5H-indeno<5,6-d>-1,3-dioxole-5,6-dione 6-oxime

: 94671-16-6
5-methyl-7-(3,4,5-trimethoxyphenyl)-5H-indeno<5,6-d>-1,3-dioxol-5-ol

Guidance literature:: Multi-step reaction with 7 steps

1: 72 percent / 1N KOH, concd. NH₄OH, 5percent NaOCl / 11 h / 0 - 25 °C

2: 8 percent / 5 h / Irradiation; var. solvents as reagents, var. reaction conditions

3: 1.) LDA, 2.) Et₃N / 1.) THF, -78 deg C, 0.5 h, 2.) from -78 deg C to 25 deg C, overnight

4: 24 percent / 5percent aq. NaHCO₃, m-chloroperbenzoic acid / CH₂Cl₂ / 0.5 h / 0 °C

5: 55 percent / Et₃N / CH₂Cl₂ / 0.5 h / -10 °C

6: 41 percent / tetrahydrofuran; diethyl ether / 1.) -78 deg C, 2 h, 2.) -78 deg C to 25 deg C, 1 h

7: 100 percent / potassium tert-butoxide / tetrahydrofuran / 0.5 h / 25 °C

With potassium hydroxide; ammonium hydroxide; sodium hypochlorite; potassium tert-butylate; sodium hydrogencarbonate; triethylamine; 3-chloro-benzenecarboperoxoic acid; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1021/jo00207a034

Reference yield:

: 3162-29-6
1-(benzo[d][1,3]dioxol-6-yl)ethanone

: 94671-16-6
5-methyl-7-(3,4,5-trimethoxyphenyl)-5H-indeno<5,6-d>-1,3-dioxol-5-ol

Guidance literature:: Multi-step reaction with 9 steps

1: 1.) NaH, KH / 1.) THF, 66 deg C, 2.) reflux, 1 h

2: glacial acetic acid, piperidine / benzene / 19 h / Heating

3: 78 percent / AlCl₃ / CH₂Cl₂ / 1 h / 0 °C

4: 97 percent / 50percent aq. HCl / acetone / 48 h / Heating

5: 1.) LDA, 2.) Et₃N / 1.) THF, -78 deg C, 0.5 h, 2.) from -78 deg C to 25 deg C, overnight

6: 24 percent / 5percent aq. NaHCO₃, m-chloroperbenzoic acid / CH₂Cl₂ / 0.5 h / 0 °C

7: 55 percent / Et₃N / CH₂Cl₂ / 0.5 h / -10 °C

8: 41 percent / tetrahydrofuran; diethyl ether / 1.) -78 deg C, 2 h, 2.) -78 deg C to 25 deg C, 1 h

9: 100 percent / potassium tert-butoxide / tetrahydrofuran / 0.5 h / 25 °C

With piperidine; hydrogenchloride; aluminium trichloride; potassium tert-butylate; potassium hydride; sodium hydride; sodium hydrogencarbonate; acetic acid; triethylamine; 3-chloro-benzenecarboperoxoic acid; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; dichloromethane; acetone; benzene;
DOI:10.1021/jo00207a034