Lead carbonate (PbCO3) → (4-Tert-butoxyphenyl)diphenylsulfonium 2,2,2-trifluoroethanesulfonate

HRID 399962Notes

Reaction equation

[Cl-].[C:2]([O:6][C:7]1[CH:12]=[CH:11][C:10]([S+:13]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[CH:9][CH:8]=1)([CH3:5])([CH3:4])[CH3:3].C(=O)([O-])[O-].[Pb+2].[F:31][C:32]([F:39])([F:38])[CH2:33][S:34]([OH:37])(=[O:36])=[O:35]>CO>[F:31][C:32]([F:39])([F:38])[CH2:33][S:34]([O-:37])(=[O:36])=[O:35].[C:2]([O:6][C:7]1[CH:12]=[CH:11][C:10]([S+:13]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=2)=[CH:9][CH:8]=1)([CH3:5])([CH3:3])[CH3:4]

Participants

Conditions

Temperature: 40 °C

Procedure

In 36 g of methanol was dissolved 3.3 g (0.009 mol) of (4-tert-butoxyphenyl)diphenylsulfonium chloride. 1.7 g (0.0063 mol) of lead carbonate and 1.6 g (0.010 mol) of 2,2,2-trifluoroethanesulfonic acid were added to the solution, which was heated at 40° C. After cooling, the precipitate was filtered off and the filtrate was evaporated. 100 g of chloroform was added to the residue, the solution was washed with 100 g of water, and evaporated again, obtaining 3.1 g (two-steps yield 50%) of (4-tert-butoxyphenyl)diphenylsulfonium 2,2,2-trifluoroethanesulfonate with 98% purity.

Workup

temperatureAfter cooling
filtrationthe precipitate was filtered off
customthe filtrate was evaporated
addition100 g of chloroform was added to the residue
washthe solution was washed with 100 g of water
customevaporated again

Sources & evidence

ORD record: ord-2f4ee5fef68746f1a840d3d99384a99d
Source dataset: uspto-grants-1998_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05824824

Reaction notes

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