Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 733139Generated: November 1, 2026

Toluene → 5-Methyl-1-[2'-(trifluoromethoxy)-1,1'-biphenyl-3-yl]-1H-pyrazole-3-carbaldehyde

https://huagongshe.com/reaction/733139

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantDiisobutylaluminum hydrideHCID 14487—
ReactantEthyl-5-methyl-1-[2'-(trifluoromethoxy)-1,1'-biphenyl-3-yl]-1H-pyrazole-3-carboxylateHCID 11417896—
SolventDichloromethaneHCID 6344—
Product5-Methyl-1-[2'-(trifluoromethoxy)-1,1'-biphenyl-3-yl]-1H-pyrazole-3-carbaldehydeHCID 11427956—

Reaction Steps

To a solution of ethyl 5-methyl-1-[2′-(trifluoromethoxy)-1,1′-biphenyl-3-yl]-1H-pyrazole-3-carboxylate (from EXAMPLE 3) (1.1 g, 2.82 mmol) in anhydrous dichloromethane (10 mL) was added DIBAL-H in toluene solution (1.0M, 6.8 mL, 6.8 mmol) at −78° C. After stirring for 20 min at that temperature, the reaction was quenched with methanol as described above in EXAMPLE 123. Further work-up and purification, as described in EXAMPLE 123, produced the titled compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07589116B2
Source datasetuspto-grants-2009_09
ORD IDord-088f0fb69e4e4491862a32b7665f4a60
Source noteuspto-grants-2009_09