ethyl (E)-3-[1-(2,4-dichlorobenzyl)-3-hydroxy-1H-pyrazol-5-yl]propenoate

Base Information

Chemical Name:ethyl (E)-3-[1-(2,4-dichlorobenzyl)-3-hydroxy-1H-pyrazol-5-yl]propenoate
CAS No.:926296-24-4
Molecular Formula:C₁₅H₁₄Cl₂N₂O₃
Molecular Weight:341.194
Hs Code.:

Synonyms:ethyl (E)-3-[1-(2,4-dichlorobenzyl)-3-hydroxy-1H-pyrazol-5-yl]propenoate

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Chemical Property of ethyl (E)-3-[1-(2,4-dichlorobenzyl)-3-hydroxy-1H-pyrazol-5-yl]propenoate

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Technology Process of ethyl (E)-3-[1-(2,4-dichlorobenzyl)-3-hydroxy-1H-pyrazol-5-yl]propenoate

There total 7 articles about ethyl (E)-3-[1-(2,4-dichlorobenzyl)-3-hydroxy-1H-pyrazol-5-yl]propenoate 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: 95.0%

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

: 926296-24-4
ethyl (E)-3-[1-(2,4-dichlorobenzyl)-3-hydroxy-1H-pyrazol-5-yl]propenoate

Guidance literature:: With hydrogenchloride; In ethanol; water; Reflux;
DOI:10.1016/j.bmc.2011.12.008

Reference yield:

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

: 926296-24-4
ethyl (E)-3-[1-(2,4-dichlorobenzyl)-3-hydroxy-1H-pyrazol-5-yl]propenoate

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: hydrogenchloride / ethanol; water / Reflux

With hydrogenchloride; oxalyl dichloride; sodium hydride; diisobutylaluminium hydride; potassium carbonate; dimethyl sulfoxide; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; 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

Reference yield:

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

: 926296-24-4
ethyl (E)-3-[1-(2,4-dichlorobenzyl)-3-hydroxy-1H-pyrazol-5-yl]propenoate

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: hydrogenchloride / ethanol; water / Reflux

With hydrogenchloride; oxalyl dichloride; sodium hydride; diisobutylaluminium hydride; potassium carbonate; dimethyl sulfoxide; In tetrahydrofuran; ethanol; dichloromethane; water; 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