Sodium Hydroxide → HCID 86615282, compound

HRID 1434493Notes

Reaction equation

HRID 1434493 reaction equation
FC(F)(F)C(F)(F)C(F)(F)C(F)(F)S([O-])(=O)=O.[C:18]1([CH3:39])[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=1[S+:24]1[C:37]2[C:32](=[CH:33][CH:34]=[CH:35][CH:36]=2)[C:31](=[O:38])[C:30]2[CH:29]=[CH:28][CH:27]=[CH:26][C:25]1=2.[OH-].[Na+].[F:42][C:43]([F:59])([F:58])[C:44]1[CH:45]=[C:46]([S:54]([OH:57])(=[O:56])=[O:55])[CH:47]=[C:48]([C:50]([F:53])([F:52])[F:51])[CH:49]=1>CO.O>[F:53][C:50]([F:51])([F:52])[C:48]1[CH:47]=[C:46]([S:54]([O-:57])(=[O:56])=[O:55])[CH:45]=[C:44]([C:43]([F:59])([F:42])[F:58])[CH:49]=1.[C:18]1([CH3:39])[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=1[S+:24]1[C:25]2[C:30](=[CH:29][CH:28]=[CH:27][CH:26]=2)[C:31](=[O:38])[C:32]2[CH:33]=[CH:34][CH:35]=[CH:36][C:37]1=2

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 17857395HCID 17857395, compoundHCID 86615284HCID 86615284, compound

Product 1

HCID 86615282HCID 86615282, compoundYield 114.5%

Reagents, catalysts & solvents 1

HCID 22242641Methanol--water (1/1)Solvent

Procedure

In a methanol/water (1/1) solution was dissolved 1.5 g of 10-tolyl-9-oxothioxanthenium nonafluorobutanesulfonate (Z-1) obtained in Synthesis Example 1, and the resulting solution was passed through an ion exchange resin (Amberlite IRA402Cl in which the anion was replaced by OH with an aqueous NaOH solution). After adding 1 g of 3,5-bistrifluoromethylbenzenesulfonic acid to the eluent, the solution was extracted with chloroform to obtain 1.7 g of 10-tolyl-9-oxothioxanthenium 3,5-bistrifluoromethylbenzenesulfonate (Z-2) which was a compound in which the counter salt was changed. 1H-NMR (400 MHz, CDCl3): σ 2.37 (s, 3H), 7.34 (d, 2H), 7.79 (m, 3H), 7.93 (m, 4H), 8.34 (m, 4H), 8.62 (d, 2H).

Workup

  1. customobtained in Synthesis Example 1
  2. extractionthe solution was extracted with chloroform

Sources & evidence

ORD record
ord-178b1972860f49b790d2dc9fb4642467
Source dataset
uspto-grants-2009_11
Patent number
US07615330B2

Reaction notes

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