Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1921576Generated: October 31, 2026

Ethyl Acetate → HCID 58543938, compound

https://huagongshe.com/reaction/1921576

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantBoron tribromideHCID 25134—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 24802765HCID 24802765—
SolventDichloromethaneHCID 6344—
ProductHCID 58543938HCID 5854393887.5%

Reaction Steps

To 50 mg (0.11 mmol) of α-Chloromethyl-2,4-difluoro-3-methoxy-β-[(2-methylquinolin-5-yl)amino]-α-(trifluoromethyl)benzeneethanol in 4.9 dichloromethane at 0° C. are added 2.1 ml of a 1 M solution of boron tribromide in dichloromethane under argon. The reaction mixture is stirred for 16 hours in a temperature range of between 0° C. and 25° C. The reaction mixture is mixed at 0° C. with saturated sodium bicarbonate solution. After dilution with ethyl acetate the batch is allowed to come to room temperature, stirred for 10 minutes and extracted twice with ethyl acetate. The combined organic extracts are washed with saturated NaCl solution and dried over sodium sulfate. The solvent is partially evaporated and the remaining residue is passed through a short path of silica gel (ethyl acetate 100%). 43 mg of the desired compound are isolated.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08173676B2
Source datasetuspto-grants-2012_05
ORD IDord-9dc450ba91bd41f7b86a5bc724d0d62c
Source noteuspto-grants-2012_05