diethyl 2-[2-(4-octylphenyl)ethyl]-2-[3-(tetrahydro-2H-pyran-2-yloxy)propyl]malonate

Base Information

Chemical Name:diethyl 2-[2-(4-octylphenyl)ethyl]-2-[3-(tetrahydro-2H-pyran-2-yloxy)propyl]malonate
CAS No.:177260-23-0
Molecular Formula:C₃₁H₅₀O₆
Molecular Weight:518.734
Hs Code.:

Synonyms:diethyl 2-[2-(4-octylphenyl)ethyl]-2-[3-(tetrahydro-2H-pyran-2-yloxy)propyl]malonate

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Chemical Property of diethyl 2-[2-(4-octylphenyl)ethyl]-2-[3-(tetrahydro-2H-pyran-2-yloxy)propyl]malonate

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Technology Process of diethyl 2-[2-(4-octylphenyl)ethyl]-2-[3-(tetrahydro-2H-pyran-2-yloxy)propyl]malonate

There total 10 articles about diethyl 2-[2-(4-octylphenyl)ethyl]-2-[3-(tetrahydro-2H-pyran-2-yloxy)propyl]malonate 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: 76.0%

: 22455-91-0
diethyl 4-(tetrahydropyran-2-yloxy)butane-1,1-dicarboxylate

: 162358-07-8
2-(4-octylphenyl)-1-iodoethane

: 177260-23-0
diethyl 2-[2-(4-octylphenyl)ethyl]-2-[3-(tetrahydro-2H-pyran-2-yloxy)propyl]malonate

Guidance literature:: diethyl 4-(tetrahydropyran-2-yloxy)butane-1,1-dicarboxylate; With sodium hydride; In N,N-dimethyl-formamide; for 0.5h;

2-(4-octylphenyl)-1-iodoethane; In N,N-dimethyl-formamide; for 3h; Further stages.;
DOI:10.1021/jm000173z

Reference yield:

: 33821-94-2
3-(tetrahydro-2H-pyran-2-yloxy)propyl bromide

: 177260-23-0
diethyl 2-[2-(4-octylphenyl)ethyl]-2-[3-(tetrahydro-2H-pyran-2-yloxy)propyl]malonate

Guidance literature:: Multi-step reaction with 2 steps

1.1: NaH / dimethylformamide / 0.5 h

1.2: 56 percent / dimethylformamide / 3 h

2.1: NaH / dimethylformamide / 0.5 h

2.2: 76 percent / dimethylformamide / 3 h

With sodium hydride; In N,N-dimethyl-formamide; 1.1: Metallation / 1.2: Alkylation / 2.1: Metallation / 2.2: Alkylation;
DOI:10.1021/jm000173z

Reference yield:

: 111-64-8
n-octanoic acid chloride

: 177260-23-0
diethyl 2-[2-(4-octylphenyl)ethyl]-2-[3-(tetrahydro-2H-pyran-2-yloxy)propyl]malonate

Guidance literature:: Multi-step reaction with 6 steps

1.1: 43 percent / AlCl₃ / 1,2-dichloro-ethane / 3 h / 20 °C

2.1: triethylsilane; TFA / 1,2-dichloro-ethane / 3 h / 20 °C

3.1: 3.40 g / NaOMe; MeOH / 2 h / Heating

4.1: Et₃N / CH₂Cl₂ / 1 h / 20 °C

5.1: 16.0 g / NaI / butan-2-one / 2 h / Heating

6.1: NaH / dimethylformamide / 0.5 h

6.2: 76 percent / dimethylformamide / 3 h

With methanol; triethylsilane; aluminium trichloride; sodium methylate; sodium hydride; triethylamine; trifluoroacetic acid; sodium iodide; In dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; butanone; 1.1: Friedel-Crafts acylation / 2.1: Reduction / 3.1: Hydrolysis / 4.1: mesylation / 5.1: Iodination / 6.1: Metallation / 6.2: Alkylation;
DOI:10.1021/jm000173z