Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2061946Generated: November 1, 2026

Water → HCID 68487447, compound

https://huagongshe.com/reaction/2061946

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTolueneHCID 1140—
ReactantTrifluoromethanesulfonic acidHCID 62406—
ReactantHCID 86761632HCID 86761632—
SolventChloroformHCID 6212—
ProductHCID 68487447HCID 6848744793%

Reaction Conditions

Temperature5 °C

Reaction Steps

The optically active 6,6′-dimethyl-5,5′-dibromo-3,3′-di(t-butyl)-2,2′-biphenol obtained in Example 1 (1.06 g, optical purity: >99% ee, 2.2 mmol), toluene (5 ml) and trifluoromethanesulfonic acid (750 mg, 5 mmol) were mixed followed by stirring the entire volume for 1 hour at 5° C. Water (10 ml) and chloroform (20 ml) were then added to the reaction mixture followed by extraction and liquid separation. The organic phase was then washed with water and dried with anhydrous magnesium sulfate followed by distilling off the solvent under reduced pressure. N-hexane (10 ml) was added to the remaining slurry followed by stirring at room temperature, washing and filtering to obtain optically active 6,6′-dimethyl-5,5′-dibromo-2,2′-biphenol (761 mg, yield: 93%, optical purity: >99% ee).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08283501B2
Source datasetuspto-grants-2012_10
ORD IDord-3810631ccd9c4bf6bdedcad645b65162
Source noteuspto-grants-2012_10