1,4-Dioxaspiro[4.5]decan-8-one, 7-(3,4-dimethoxyphenyl)-7-(2-oxopropyl)-

Base Information

• Chemical Name: 1,4-Dioxaspiro[4.5]decan-8-one, 7-(3,4-dimethoxyphenyl)-7-(2-oxopropyl)-
• CAS No.: 91713-14-3
• Molecular Formula: C₁₉H₂₄O₆
• Molecular Weight: 348.396
• Mol file: 91713-14-3.mol

Synonyms:

Chemical Property of 1,4-Dioxaspiro[4.5]decan-8-one, 7-(3,4-dimethoxyphenyl)-7-(2-oxopropyl)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,4-Dioxaspiro[4.5]decan-8-one, 7-(3,4-dimethoxyphenyl)-7-(2-oxopropyl)-

There total 7 articles about 1,4-Dioxaspiro[4.5]decan-8-one, 7-(3,4-dimethoxyphenyl)-7-(2-oxopropyl)- 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:

3-(3,4-dimethoxyphenyl)-3-(2-methyl-2-propenyl)-1,4-cyclohexanedione 1-(ethylene acetal) (88176-85-6) → 7-(3,4-Dimethoxy-phenyl)-7-(2-oxo-propyl)-1,4-dioxa-spiro[4.5]decan-8-one (91713-14-3)

Guidance literature:

With potassium permanganate; sodium periodate; potassium carbonate; In 1,4-dioxane; water; for 48h; Yield given; Ambient temperature;

DOI:10.1021/jo00194a026

Reference yield:

3-<3,4-(dimethoxy)phenyl>-2-cyclohexen-1-one (20036-53-7) → 7-(3,4-Dimethoxy-phenyl)-7-(2-oxo-propyl)-1,4-dioxa-spiro[4.5]decan-8-one (91713-14-3)

Guidance literature:

Multi-step reaction with 5 steps

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

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

3: sodium acetate, pyridinium chlorochromate / CH₂Cl₂

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

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

With sodium hydroxide; potassium permanganate; sodium periodate; dihydrogen peroxide; sodium acetate; pyridinium p-toluenesulfonate; sodium hydride; potassium carbonate; pyridinium chlorochromate; diborane; In 1,4-dioxane; dichloromethane; water; benzene;

DOI:10.1021/jo00194a026

Reference yield:

3-Ethoxycyclohex-2-en-1-one (5323-87-5) → 7-(3,4-Dimethoxy-phenyl)-7-(2-oxo-propyl)-1,4-dioxa-spiro[4.5]decan-8-one (91713-14-3)

Guidance literature:

Multi-step reaction with 6 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

With hydrogenchloride; 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; dichloromethane; water; benzene;

DOI:10.1021/jo00194a026

upstream raw materials:

3-(3,4-dimethoxyphenyl)-3-(2-methyl-2-propenyl)-1,4-cyclohexanedione 1-(ethylene acetal)

3-<3,4-(dimethoxy)phenyl>-2-cyclohexen-1-one

3-Ethoxycyclohex-2-en-1-one

4-Bromoveratrole

Downstream raw materials:

4a-(3,4-dimethoxyphenyl)-6,6-(ethylenedioxy)-2-methyl-3-oxo-2,3,4,4a,5,6,7,8-octahydroisoquinoline

4a-(3,4-dimethoxyphenyl)-6,6-(ethylenedioxy)-2-methyl-2,3,4,4a,5,6,7,8-octahydroisoquinoline

cis-4a-(3,4-dimethoxyphenyl)-2-methyl-6-oxo-3,4,4a,5,6,7,8,8a-octahydroisoquinolinium perchlorate

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

Refernces