3a-(3,4-dimethoxyphenyl)-5,5-(ethylenedioxy)-3,3a,4,5,6,7-hexahydro-2H-inden-2-one

Base Information Edit

Chemical Name:3a-(3,4-dimethoxyphenyl)-5,5-(ethylenedioxy)-3,3a,4,5,6,7-hexahydro-2H-inden-2-one
CAS No.:88176-86-7
Molecular Formula:C₁₉H₂₂O₅
Molecular Weight:330.381
Hs Code.:
Mol file:88176-86-7.mol

Synonyms:3a-(3,4-dimethoxyphenyl)-5,5-(ethylenedioxy)-3,3a,4,5,6,7-hexahydro-2H-inden-2-one

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Chemical Property of 3a-(3,4-dimethoxyphenyl)-5,5-(ethylenedioxy)-3,3a,4,5,6,7-hexahydro-2H-inden-2-one Edit

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Technology Process of 3a-(3,4-dimethoxyphenyl)-5,5-(ethylenedioxy)-3,3a,4,5,6,7-hexahydro-2H-inden-2-one

There total 9 articles about 3a-(3,4-dimethoxyphenyl)-5,5-(ethylenedioxy)-3,3a,4,5,6,7-hexahydro-2H-inden-2-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:

: 88176-85-6
3-(3,4-dimethoxyphenyl)-3-(2-methyl-2-propenyl)-1,4-cyclohexanedione 1-(ethylene acetal)

: 88176-86-7
3a-(3,4-dimethoxyphenyl)-5,5-(ethylenedioxy)-3,3a,4,5,6,7-hexahydro-2H-inden-2-one

Guidance literature:: With potassium hydroxide; potassium permanganate; sodium periodate; Yield given. Multistep reaction; 1.)dioxane; 2.)EtOH;
DOI:10.1016/S0040-4039(00)86218-8

Reference yield:

: 5323-87-5
3-Ethoxycyclohex-2-en-1-one

: 88176-86-7
3a-(3,4-dimethoxyphenyl)-5,5-(ethylenedioxy)-3,3a,4,5,6,7-hexahydro-2H-inden-2-one

Guidance literature:: Multi-step reaction with 7 steps

1: 1) n-BuLi, 2) glacial acetic acid, 10percent aq. HCl / 1a) ether/hexane, -60 deg C, 1 h, 1b) RT, overnight

2: pyridinium p-toluenesulfonate / benzene / 120 h / Heating

3: 1) B₂H₆, 2) 3N NaOH, 30 percent H₂O₂ / 1) THF, RT, overnight, 2a) 45 deg C, 5 h, 2b) RT

4: sodium acetate, pyridinium chlorochromate / CH₂Cl₂

5: 1) NaH / 1) DME, 3 h, RT, 2a) RT, overnight, 2b) 3 h, reflux

6: NaIO₄/KMnO₄/K₂CO₃ / dioxane; H₂O / 48 h / Ambient temperature

7: 1N KOH / ethanol / 2 h / Heating

With hydrogenchloride; potassium hydroxide; sodium hydroxide; potassium permanganate; sodium periodate; n-butyllithium; dihydrogen peroxide; sodium acetate; pyridinium p-toluenesulfonate; sodium hydride; potassium carbonate; acetic acid; pyridinium chlorochromate; diborane; In 1,4-dioxane; ethanol; dichloromethane; water; benzene;
DOI:10.1021/jo00194a026

Reference yield:

: 88176-84-5
3-(3,4-dimethoxyphenyl)-1,4-cyclohexanedione-1-(ethylene acetal)

: 88176-86-7
3a-(3,4-dimethoxyphenyl)-5,5-(ethylenedioxy)-3,3a,4,5,6,7-hexahydro-2H-inden-2-one

Guidance literature:: Multi-step reaction with 3 steps

1: 1) NaH / 1) DME, 3 h, RT, 2a) RT, overnight, 2b) 3 h, reflux

2: NaIO₄/KMnO₄/K₂CO₃ / dioxane; H₂O / 48 h / Ambient temperature

3: 1N KOH / ethanol / 2 h / Heating

With potassium hydroxide; potassium permanganate; sodium periodate; sodium hydride; potassium carbonate; In 1,4-dioxane; ethanol; water;
DOI:10.1021/jo00194a026