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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1972291Generated: October 31, 2026

Methanol → HCID 59486028, compound

https://huagongshe.com/reaction/1972291

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantWaterHCID 962—
ReactantBoron tribromideHCID 25134—
ReactantHCID 45480480HCID 45480480—
SolventDichloromethaneHCID 6344—
ProductHCID 59486028HCID 5948602888.2%

Reaction Conditions

Temperature0 °C

Reaction Steps

A solution of (S)-1-(4-(4-chlorophenoxy)phenyl)-5-(3-methoxyphenyl)-imidazolidin-2-one (99 mg, 0.25 mmol) in CH2Cl2 (2 mL) is cooled to −78° C. when BBr3 (1 mmol, 1 mL of 1M solution in CH2Cl2) is added drop wise. After the addition, the mixture is warmed to 0° C. and stirred for 1 h when MeOH (0.5 mL) is added into the mixture to quench the reaction. The reaction mixture is then treated with water (3 mL) and extracted with EtOAc (3×5 mL). The combined organic layers are concentrated and purified by flash column chromatography (silica gel, 0-100% EtOAc/hexane) to provide the titled compound as a white solid (84 mg, 88%). HPLC-MS calculated for C21H17ClN2O3 (M+H+) 381.1, found 381.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08431607B2
Source datasetuspto-grants-2013_04
ORD IDord-a0d595a5a6ad4d59a8917d13db87a143
Source noteuspto-grants-2013_04