4-[3-butoxy-1-(2,4-dichlorobenzyl)-1H-pyrazol-5-yl]butanoic acid

Base Information

Chemical Name:4-[3-butoxy-1-(2,4-dichlorobenzyl)-1H-pyrazol-5-yl]butanoic acid
CAS No.:926296-68-6
Molecular Formula:C₁₈H₂₂Cl₂N₂O₃
Molecular Weight:385.29
Hs Code.:

Synonyms:4-[3-butoxy-1-(2,4-dichlorobenzyl)-1H-pyrazol-5-yl]butanoic acid

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Chemical Property of 4-[3-butoxy-1-(2,4-dichlorobenzyl)-1H-pyrazol-5-yl]butanoic acid

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Technology Process of 4-[3-butoxy-1-(2,4-dichlorobenzyl)-1H-pyrazol-5-yl]butanoic acid

There total 12 articles about 4-[3-butoxy-1-(2,4-dichlorobenzyl)-1H-pyrazol-5-yl]butanoic acid 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: 82.0%

: 1357002-36-8
4-[3-butoxy-1-(2,4-dichlorobenzyl)-1H-pyrazol-5-yl]butanenitrile

: 926296-68-6
4-[3-butoxy-1-(2,4-dichlorobenzyl)-1H-pyrazol-5-yl]butanoic acid

Guidance literature:: 4-[3-butoxy-1-(2,4-dichlorobenzyl)-1H-pyrazol-5-yl]butanenitrile; With sodium hydroxide; In ethanol; Reflux;

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

Reference yield:

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

: 926296-68-6
4-[3-butoxy-1-(2,4-dichlorobenzyl)-1H-pyrazol-5-yl]butanoic acid

Guidance literature:: Multi-step reaction with 11 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

7.1: hydrogenchloride / ethanol; water / 6 h / Reflux

8.1: tributylphosphine; 1,1'-azodicarbonyl-dipiperidine / tetrahydrofuran / 15 h / 20 °C

9.1: diisobutylaluminium hydride / tetrahydrofuran; toluene / 0 °C

10.1: tributylphosphine; 1,1'-azodicarbonyl-dipiperidine / tetrahydrofuran / 0.5 h / 20 °C

11.1: sodium hydroxide / ethanol / Reflux

With hydrogenchloride; oxalyl dichloride; tributylphosphine; palladium 10% on activated carbon; hydrogen; sodium hydride; diisobutylaluminium hydride; potassium carbonate; dimethyl sulfoxide; sodium hydroxide; 1,1'-azodicarbonyl-dipiperidine; 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 / 8.1: Mitsunobu reaction / 10.1: Mitsunobu 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

: 926296-68-6
4-[3-butoxy-1-(2,4-dichlorobenzyl)-1H-pyrazol-5-yl]butanoic acid

Guidance literature:: Multi-step reaction with 10 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

6.1: hydrogenchloride / ethanol; water / 6 h / Reflux

7.1: tributylphosphine; 1,1'-azodicarbonyl-dipiperidine / tetrahydrofuran / 15 h / 20 °C

8.1: diisobutylaluminium hydride / tetrahydrofuran; toluene / 0 °C

9.1: tributylphosphine; 1,1'-azodicarbonyl-dipiperidine / tetrahydrofuran / 0.5 h / 20 °C

10.1: sodium hydroxide / ethanol / Reflux

With hydrogenchloride; oxalyl dichloride; tributylphosphine; palladium 10% on activated carbon; hydrogen; sodium hydride; diisobutylaluminium hydride; potassium carbonate; dimethyl sulfoxide; sodium hydroxide; 1,1'-azodicarbonyl-dipiperidine; In tetrahydrofuran; ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; 3.1: Swern oxidation / 3.2: Swern oxidation / 4.2: Horner-Wadsworth-Emmons reaction / 7.1: Mitsunobu reaction / 9.1: Mitsunobu reaction;
DOI:10.1016/j.bmc.2011.12.008