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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2061300Generated: November 1, 2026

Diphenyl sulfoxide → Diphenyl-4-methoxymethoxyphenylsulfonium trifluoromethanesulfonate salt

https://huagongshe.com/reaction/2061300

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiphenyl sulfoxideHCID 13679—
ReactantTrifluoromethanesulfonic anhydrideHCID 67749—
ReactantMethoxymethoxybenzeneHCID 10060101—
ReactantAcetone cardiceHCID 18522661—
ProductDiphenyl-4-methoxymethoxyphenylsulfonium trifluoromethanesulfonate saltHCID 4976581958.5%

Reaction Conditions

Temperature0 °C

Reaction Steps

About 100 g of the methoxymethoxybenzene manufactured in the synthesis example 1 and about 133.1 g of phenyl sulfoxide were mixed and stirred in about 1,200 ml of an MC, and then a temperature was reduced to about −78° C. using a dry ice-aceton. Next, about 240 g of trifluoromethanesulfonic anhydride was gradually dropped and stirred for about three hours using a dropping funnel at about −78° C. to perform a synthesis reaction (See Equation 2 below). Next, the synthesis reaction was terminated when an initiator on a thin layer chromatography (TLC) disappeared. Next, about 200 g of calcium carbonate was dissolved in about 1.5 L of water, and the reaction mixed liquid was added in a solvent cooled to about 0° C. and strongly stirred for about 20 minutes. Next, an organic phase was extracted, and further stirred in a calcium carbonate aqueous solution. Next, the extracted organic phase was washed using brine, and dried using magnesium sulphate. Next, the organic was filtered and concentrated to obtain about 200 g (a yield: about 58.5%) of a diphenyl-4-methoxymethoxyphenylsulfonium trifluoromethanesulfonate salt, and a structure of the diphenyl-4-methoxymethoxyphenylsulfonium trifluoromethanesulfonate salt was observed by 1H-NMR (See FIG. 2):

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08283102B2
Source datasetuspto-grants-2012_10
ORD IDord-ea960b63320d4c968271fa36a0a80d7b
Source noteuspto-grants-2012_10