Hydrochloric Acid → (p-Hydroxyphenyl)diphenylsulfonium trifluoromethanesulfonate
Reaction equation
[F:1][C:2]([F:8])([F:7])[S:3]([O-:6])(=[O:5])=[O:4].[C:9]1([S+:15]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[C:16]2[CH:21]=[CH:20][C:19]([O:22]COC)=[CH:18][CH:17]=2)[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.Cl>>[F:1][C:2]([F:8])([F:7])[S:3]([O-:6])(=[O:5])=[O:4].[C:9]1([S+:15]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[C:16]2[CH:21]=[CH:20][C:19]([OH:22])=[CH:18][CH:17]=2)[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1Participants
Conditions
- Temperature
- 50 °C
Procedure
About 100 g of diphenyl-4-methoxymethoxyphenylsulfonium trifluoromethanesulfonate salt manufactured in the synthesis example 2 was mixed and stirred in about 300 ml of the MC, and about 548 ml of 6 N HCl aqueous solution was dropped and stirred at about 50° C. to perform a synthesis reaction (see Equation 3). Next, the synthesis reaction was terminated when the initiator on the TLC disappeared, and then the MC was added, and separation of phases was performed. Next, an organic phase was extracted, washed twice using brine, and dried using magnesium sulphate. Next, the organic phase was filtered and concentrated to obtain about 100 g (a yield: about 71%) of a diphenyl-4-hydroxyphenylsulfonium trifluoromethanesulfonate salt, and a structure of the diphenyl-4-hydroxyphenylsulfonium trifluoromethanesulfonate salt was observed by 1H-NMR (see FIG. 3):
Workup
- additionwas mixed
- additionwas dropped
- customa synthesis reaction (see Equation 3)
- customNext, the synthesis reaction
- customwas terminated when the initiator on the TLC
- additionthe MC was added
- customseparation of phases
- extractionNext, an organic phase was extracted
- washwashed twice using brine
- customdried
- filtrationNext, the organic phase was filtered
- concentrationconcentrated
Sources & evidence
- ORD record
- ord-3b879d908bfb4a72a1fab723f3821f72
- Source dataset
- uspto-grants-2012_10
- Patent number
- US08283102B2
Reaction notes
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