Water → HCID 58174738, compound

HRID 1259469Notes

Reaction equation

HRID 1259469 reaction equation
[OH-].[Na+:2].[CH:3]1([P:9]([CH:26]2[CH2:31][CH2:30][CH2:29][CH2:28][CH2:27]2)[CH:10]2[CH2:15][CH2:14][CH:13]([C:16]3[CH:21]=[CH:20][C:19]([S:22]([OH:25])(=[O:24])=[O:23])=[CH:18][CH:17]=3)[CH2:12][CH2:11]2)[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4]1.O>CO>[CH:26]1([P:9]([CH:3]2[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8]2)[CH:10]2[CH2:11][CH2:12][CH:13]([C:16]3[CH:17]=[CH:18][C:19]([S:22]([O-:25])(=[O:24])=[O:23])=[CH:20][CH:21]=3)[CH2:14][CH2:15]2)[CH2:27][CH2:28][CH2:29][CH2:30][CH2:31]1.[Na+:2]

Participants

5

Reactant 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 58174739HCID 58174739, compound

Product 1

HCID 58174738HCID 58174738, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

Sodium hydroxide (1.82 g; 45.5 mol.) is dissolved in 50 mL of methanol and added dropwise under nitrogen to 4-[4-(dicyclohexylphosphino)-cyclohexyl]benzenesulfonic acid (19.86 g; 45.5 mmol.) in 200 mL of methanol. The pH of the resulting system upon mixing with water is about 9.4. The mixture in methanol is filtered, the solvent is evaporated and the residue is dried in vacuum to constant weight. Yield of sodium 4-[4-(dicyclohexyl-phosphino)cyclohexyl]benzenesulfonate, Cy2PC6H10C6H4SO3Na, is 20.4 g (98%). 31P{1H} NMR CD3OD, ppm): −1.28. 1H NMR (δ CD3OD, ppm): 1.2-2.2 (m, 31H, cyclohexyl), 2.74 (m, 1H, PhCH), 7.34 and 7.74 (dd, J=8.2 Hz, 4H, aromatic).

Workup

  1. filtrationThe mixture in methanol is filtered
  2. customthe solvent is evaporated
  3. customthe residue is dried in vacuum to constant weight

Sources & evidence

ORD record
ord-65e5aef13e4a4e668cd797549e9789c4
Source dataset
uspto-grants-2013_06
Patent number
US08466306B2

Reaction notes

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