Tricyclohexylphosphine → HCID 23120611, compound

HRID 1889205Notes

Reaction equation

HRID 1889205 reaction equation
O.[C:2]1([CH3:12])[CH:7]=[CH:6][C:5]([S:8]([OH:11])(=[O:10])=[O:9])=[CH:4][CH:3]=1.[CH:13]1([P:19]([CH:26]2[CH2:31][CH2:30][CH2:29][CH2:28][CH2:27]2)[CH:20]2[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21]2)[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]1>ClC1C=CC=CC=1.C(OCC)C>[C:2]1([CH3:12])[CH:3]=[CH:4][C:5]([S:8]([O-:11])(=[O:9])=[O:10])=[CH:6][CH:7]=1.[CH:26]1([PH+:19]([CH:13]2[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18]2)[CH:20]2[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21]2)[CH2:27][CH2:28][CH2:29][CH2:30][CH2:31]1

Participants

5

Reactant 2

HCID 75806TricyclohexylphosphineHCID 521998p-Toluenesulfonic acid monohydrate

Product 1

HCID 23120611HCID 23120611, compoundYield 77.3%

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 7964ChlorobenzeneSolvent

Procedure

1.2 g (12 mmol) p-toluene sulfonic acid monohydrate is dissolved twice in 25 ml chlorobenzene each, and concentrated to dryness in order to remove the water aceotropically. The remaining residue is taken up in 25 ml diethylether and added to 25 ml of a solution of 12 mmol tricyclohexyl phosphine in diethylether. 4.2 g (77%) tricyclohexyl phosphonium p-toluene sulfonate is obtained as a colorless solid, which is filtered off and washed with diethylether.

Workup

  1. concentrationconcentrated to dryness in order
  2. customto remove the water aceotropically

Sources & evidence

ORD record
ord-0cc2f9eb16b94ee09bab411833f74b7e
Source dataset
uspto-grants-2013_08
Patent number
US08501985B2

Reaction notes

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