Phosphine → HCID 18676583, compound

HRID 1635716Notes

Reaction equation

HRID 1635716 reaction equation
F[B-](F)(F)F.[CH3:6][C:7]1[CH:12]=[C:11]([CH3:13])[C:10]([CH3:14])=[CH:9][C:8]=1[C:15]1[CH:20]=[C:19]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[CH:18]=[C:17]([C:27]2[CH:32]=[C:31]([CH3:33])[C:30]([CH3:34])=[CH:29][C:28]=2[CH3:35])[O+]=1.[PH3:36]>C(O)CCC>[CH3:6][C:7]1[CH:12]=[C:11]([CH3:13])[C:10]([CH3:14])=[CH:9][C:8]=1[C:15]1[CH:20]=[C:19]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[CH:18]=[C:17]([C:27]2[CH:32]=[C:31]([CH3:33])[C:30]([CH3:34])=[CH:29][C:28]=2[CH3:35])[P:36]=1

Participants

4

Reactant 2

HCID 24404PhosphineHCID 18676581HCID 18676581, compound

Product 1

HCID 18676583HCID 18676583, compound

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

2.1 g (4.4 mmol) of 2,6-bis(2,4,5-trimethylphenyl)-4-phenylpyrylium tetrafluoroborate in 150 ml of n-butanol were used as starting material. The autoclave product obtained after the reaction with PH3 was evaporated to about 50 ml under reduced pressure at about 80° C. The solid which precipitated was filtered off with suction, washed with n-pentane and subsequently dissolved in toluene. The toluene solution was then washed with water until the aqueous phase was neutral. After removing the solvent and washing with a little n-pentane, the residue was dissolved in dichloromethane. The resulting solution was diluted with methanol and then evaporated under reduced pressure at 30° C. until a solid precipitated. The solid was filtered off with suction, washed with a little n-pentane and subsequently dried in a high vacuum. Yield: 0.8 g (45%) of light-yellow solid.

Workup

  1. customThe autoclave product obtained
  2. customwas evaporated to about 50 ml under reduced pressure at about 80° C
  3. customThe solid which precipitated
  4. filtrationwas filtered off with suction
  5. washwashed with n-pentane
  6. dissolutionsubsequently dissolved in toluene
  7. washThe toluene solution was then washed with water until the aqueous phase
  8. customAfter removing the solvent
  9. washwashing with a little n-pentane
  10. dissolutionthe residue was dissolved in dichloromethane
  11. additionThe resulting solution was diluted with methanol
  12. customevaporated under reduced pressure at 30° C. until a solid
  13. customprecipitated
  14. filtrationThe solid was filtered off with suction
  15. washwashed with a little n-pentane
  16. customsubsequently dried in a high vacuum

Sources & evidence

ORD record
ord-b95821438ba84824b9b5114f2a7a6de0
Source dataset
uspto-grants-2003_01
Patent number
US06509505B1

Reaction notes

Loading…