6-(1-methoxy-3-nitropropyl)-3,3-dimethyl-2-(2-methylprop-1-enylidene)cyclohexanone

Base Information

Chemical Name:6-(1-methoxy-3-nitropropyl)-3,3-dimethyl-2-(2-methylprop-1-enylidene)cyclohexanone
CAS No.:433283-60-4
Molecular Formula:C₁₆H₂₅NO₄
Molecular Weight:295.379
Hs Code.:

Synonyms:6-(1-methoxy-3-nitropropyl)-3,3-dimethyl-2-(2-methylprop-1-enylidene)cyclohexanone

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Chemical Property of 6-(1-methoxy-3-nitropropyl)-3,3-dimethyl-2-(2-methylprop-1-enylidene)cyclohexanone

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Technology Process of 6-(1-methoxy-3-nitropropyl)-3,3-dimethyl-2-(2-methylprop-1-enylidene)cyclohexanone

There total 4 articles about 6-(1-methoxy-3-nitropropyl)-3,3-dimethyl-2-(2-methylprop-1-enylidene)cyclohexanone 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: 44.0%

: 72447-81-5
3-Nitropropanal dimethyl acetal

: 433283-78-4
[5,5-dimethyl-6-(2-methylprop-1-enylidene)cyclohex-1-enyloxy]trimethylsilane

: 433283-60-4
6-(1-methoxy-3-nitropropyl)-3,3-dimethyl-2-(2-methylprop-1-enylidene)cyclohexanone

Guidance literature:: 3-Nitropropanal dimethyl acetal; With titanium tetrachloride; In dichloromethane; for 0.166667h;

[5,5-dimethyl-6-(2-methylprop-1-enylidene)cyclohex-1-enyloxy]trimethylsilane; In dichloromethane; at -78 ℃; for 2h; Further stages.;
DOI:10.1021/jo010884k

Reference yield:

: 433283-74-0
3,3-dimethyl-2-(2-methylprop-1-enylidene)cyclohexanol

: 433283-60-4
6-(1-methoxy-3-nitropropyl)-3,3-dimethyl-2-(2-methylprop-1-enylidene)cyclohexanone

Guidance literature:: Multi-step reaction with 3 steps

1.1: 89 percent / oxalyl chloride; dimethyl sulfoxide; triethylamine / CH₂Cl₂ / -78 - 20 °C

2.1: lithium diisopropylamide / tetrahydrofuran; hexane / 1 h / -78 °C

2.2: 95 percent / tetrahydrofuran; hexane / 21 h

3.1: titanium(IV) chloride / CH₂Cl₂ / 0.17 h

3.2: 44 percent / CH₂Cl₂ / 2 h / -78 °C

With oxalyl dichloride; titanium tetrachloride; dimethyl sulfoxide; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; hexane; dichloromethane; 1.1: Swern oxidation / 3.2: Mikaiyama aldol condensation;
DOI:10.1021/jo010884k

Reference yield:

: 433283-76-2
3,3-dimethyl-2-(2-methylprop-1-enylidene)cyclohexanone

: 433283-60-4
6-(1-methoxy-3-nitropropyl)-3,3-dimethyl-2-(2-methylprop-1-enylidene)cyclohexanone

Guidance literature:: Multi-step reaction with 2 steps

1.1: lithium diisopropylamide / tetrahydrofuran; hexane / 1 h / -78 °C

1.2: 95 percent / tetrahydrofuran; hexane / 21 h

2.1: titanium(IV) chloride / CH₂Cl₂ / 0.17 h

2.2: 44 percent / CH₂Cl₂ / 2 h / -78 °C

With titanium tetrachloride; lithium diisopropyl amide; In tetrahydrofuran; hexane; dichloromethane; 2.2: Mikaiyama aldol condensation;
DOI:10.1021/jo010884k