ethyl 3-[1-(2,4-dichlorobenzyl)-3-(methoxymethoxy)-1H-pyrazol-5-yl]propanoate

Base Information

Chemical Name:ethyl 3-[1-(2,4-dichlorobenzyl)-3-(methoxymethoxy)-1H-pyrazol-5-yl]propanoate
CAS No.:888738-87-2
Molecular Formula:C₁₇H₂₀Cl₂N₂O₄
Molecular Weight:387.263
Hs Code.:

Synonyms:ethyl 3-[1-(2,4-dichlorobenzyl)-3-(methoxymethoxy)-1H-pyrazol-5-yl]propanoate

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Chemical Property of ethyl 3-[1-(2,4-dichlorobenzyl)-3-(methoxymethoxy)-1H-pyrazol-5-yl]propanoate

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Technology Process of ethyl 3-[1-(2,4-dichlorobenzyl)-3-(methoxymethoxy)-1H-pyrazol-5-yl]propanoate

There total 7 articles about ethyl 3-[1-(2,4-dichlorobenzyl)-3-(methoxymethoxy)-1H-pyrazol-5-yl]propanoate 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: 100.0%

: 888738-86-1
ethyl (E)-3-[1-(2,4-dichlorobenzyl)-3-(methoxymethoxy)-1H-pyrazol-5-yl]propenoate

: 888738-87-2
ethyl 3-[1-(2,4-dichlorobenzyl)-3-(methoxymethoxy)-1H-pyrazol-5-yl]propanoate

Guidance literature:: With palladium 10% on activated carbon; hydrogen; In tetrahydrofuran; at 20 ℃; for 6h; under 760.051 Torr;
DOI:10.1016/j.bmc.2011.12.008

Reference yield:

: 888738-82-7
methyl 1-(2,4-dichlorobenzyl)-3-hydroxy-1H-pyrazole-5-carboxylate

: 888738-87-2
ethyl 3-[1-(2,4-dichlorobenzyl)-3-(methoxymethoxy)-1H-pyrazol-5-yl]propanoate

Guidance literature:: Multi-step reaction with 5 steps

1.1: potassium carbonate / tetrahydrofuran; N,N-dimethyl-formamide / 20 °C / Cooling with ice

2.1: diisobutylaluminium hydride / tetrahydrofuran; toluene / 0 - 20 °C

3.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / -78 °C

3.2: -78 - 20 °C

4.1: sodium hydride / N,N-dimethyl-formamide / 0 - 20 °C

4.2: 0 - 20 °C

5.1: palladium 10% on activated carbon; hydrogen / tetrahydrofuran / 6 h / 20 °C / 760.05 Torr

With oxalyl dichloride; palladium 10% on activated carbon; hydrogen; sodium hydride; diisobutylaluminium hydride; potassium carbonate; dimethyl sulfoxide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene; 3.1: Swern oxidation / 3.2: Swern oxidation / 4.2: Horner-Wadsworth-Emmons reaction;
DOI:10.1016/j.bmc.2011.12.008

Reference yield:

: 1357002-32-4
methyl 2-(2,4-dichlorobenzyl)hydrazinecarboxylate

: 888738-87-2
ethyl 3-[1-(2,4-dichlorobenzyl)-3-(methoxymethoxy)-1H-pyrazol-5-yl]propanoate

Guidance literature:: Multi-step reaction with 6 steps

1.1: methanol / 2 h / Reflux

1.2: 1 h / Reflux

2.1: potassium carbonate / tetrahydrofuran; N,N-dimethyl-formamide / 20 °C / Cooling with ice

3.1: diisobutylaluminium hydride / tetrahydrofuran; toluene / 0 - 20 °C

4.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / -78 °C

4.2: -78 - 20 °C

5.1: sodium hydride / N,N-dimethyl-formamide / 0 - 20 °C

5.2: 0 - 20 °C

6.1: palladium 10% on activated carbon; hydrogen / tetrahydrofuran / 6 h / 20 °C / 760.05 Torr

With oxalyl dichloride; palladium 10% on activated carbon; hydrogen; sodium hydride; diisobutylaluminium hydride; potassium carbonate; dimethyl sulfoxide; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene; 1.1: Michael addition / 4.1: Swern oxidation / 4.2: Swern oxidation / 5.2: Horner-Wadsworth-Emmons reaction;
DOI:10.1016/j.bmc.2011.12.008