7-(2,5-dimethoxy-4-methylphenyl)-8,8-dimethyl-1,4-dioxaspiro[4.4]nonane-7-carbaldehyde

Base Information

Chemical Name:7-(2,5-dimethoxy-4-methylphenyl)-8,8-dimethyl-1,4-dioxaspiro[4.4]nonane-7-carbaldehyde
CAS No.:1440267-06-0
Molecular Formula:C₁₉H₂₆O₅
Molecular Weight:334.412
Hs Code.:

Synonyms:7-(2,5-dimethoxy-4-methylphenyl)-8,8-dimethyl-1,4-dioxaspiro[4.4]nonane-7-carbaldehyde

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Chemical Property of 7-(2,5-dimethoxy-4-methylphenyl)-8,8-dimethyl-1,4-dioxaspiro[4.4]nonane-7-carbaldehyde

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Technology Process of 7-(2,5-dimethoxy-4-methylphenyl)-8,8-dimethyl-1,4-dioxaspiro[4.4]nonane-7-carbaldehyde

There total 6 articles about 7-(2,5-dimethoxy-4-methylphenyl)-8,8-dimethyl-1,4-dioxaspiro[4.4]nonane-7-carbaldehyde 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: 88.0%

: 1-(2,5-dimethoxy-4-methylphenyl)-5,5-dimethyl-7-oxaspiro[bicyclo[4.1.0]heptane-3,2'-[1,3]dioxolane]

: 1440267-06-0
7-(2,5-dimethoxy-4-methylphenyl)-8,8-dimethyl-1,4-dioxaspiro[4.4]nonane-7-carbaldehyde

Guidance literature:: With trimethylaluminum; In dichloromethane; toluene; at -10 - 20 ℃; for 4h; Inert atmosphere;
DOI:10.1055/s-0032-1318310

Reference yield:

: 13720-58-6
1-(2,5-Dimethoxy-4-methyl-phenyl)-ethanone

: 1440267-06-0
7-(2,5-dimethoxy-4-methylphenyl)-8,8-dimethyl-1,4-dioxaspiro[4.4]nonane-7-carbaldehyde

Guidance literature:: Multi-step reaction with 5 steps

1.1: triethylamine; t-butyldimethylsiyl triflate / dichloromethane / 6.17 h / 0 - 20 °C / Inert atmosphere

1.2: -78 °C / Inert atmosphere

2.1: toluene-4-sulfonic acid / toluene / 5 h / 100 °C / Inert atmosphere

3.1: toluene-4-sulfonic acid / benzene / 17.5 h / Inert atmosphere; Reflux

4.1: 3-chloro-benzenecarboperoxoic acid; sodium hydrogencarbonate / dichloromethane / 1.5 h / -10 °C / Inert atmosphere

5.1: trimethylaluminum / dichloromethane; toluene / 4 h / -10 - 20 °C / Inert atmosphere

With t-butyldimethylsiyl triflate; trimethylaluminum; sodium hydrogencarbonate; toluene-4-sulfonic acid; triethylamine; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; toluene; benzene; 2.1: |Aldol Condensation / 5.1: |Pinacol Rearrangement;
DOI:10.1055/s-0032-1318310

Reference yield:

: 1440267-00-4
2',5'-dimethoxy-4',5,5-trimethyl-5,6-dihydro-[1,1'-biphenyl]-3(4H)-one

: 1440267-06-0
7-(2,5-dimethoxy-4-methylphenyl)-8,8-dimethyl-1,4-dioxaspiro[4.4]nonane-7-carbaldehyde

Guidance literature:: Multi-step reaction with 3 steps

1: toluene-4-sulfonic acid / benzene / 17.5 h / Inert atmosphere; Reflux

2: 3-chloro-benzenecarboperoxoic acid; sodium hydrogencarbonate / dichloromethane / 1.5 h / -10 °C / Inert atmosphere

3: trimethylaluminum / dichloromethane; toluene / 4 h / -10 - 20 °C / Inert atmosphere

With trimethylaluminum; sodium hydrogencarbonate; toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; toluene; benzene; 3: |Pinacol Rearrangement;
DOI:10.1055/s-0032-1318310