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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2061947Generated: November 2, 2026

Water → HCID 68487510, compound

https://huagongshe.com/reaction/2061947

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTolueneHCID 1140—
ReactantTrifluoromethanesulfonic acidHCID 62406—
ReactantHCID 86761633HCID 86761633—
SolventChloroformHCID 6212—
ProductHCID 68487510HCID 6848751088.3%

Reaction Conditions

Temperature5 °C

Reaction Steps

The optically active 6,6′-dimethyl-5,5′-dichloro-3,3′-di(t-butyl)-2,2′-biphenol obtained in Example 6 (110 mg, optical purity: >99% ee, 0.28 mmol), toluene (5 ml) and trifluoromethanesulfonic acid (45 mg, 0.5 mmol) were mixed followed by stirring the entire volume for 1 hour at 5° C. Water (1 ml) and chloroform 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′-dichloro-2,2′-biphenol (70 mg, yield: 82%, optical purity: >99% ee).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08283501B2
Source datasetuspto-grants-2012_10
ORD IDord-baab4d94b18c4d43b0a294f35cd23df9
Source noteuspto-grants-2012_10