Phosphine → HCID 86593684, compound

HRID 496854Notes

Reaction equation

HRID 496854 reaction equation
[C:1]([P:5]([C:18]([CH3:21])([CH3:20])[CH3:19])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)([CH3:4])([CH3:3])[CH3:2].P.[Cu:23](Br)[Br:24]>CO>[Cu:23][Br:24].[C:18]([P:5]([C:1]([CH3:4])([CH3:3])[CH3:2])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)([CH3:21])([CH3:20])[CH3:19]

Participants

5

Reactant 3

HCID 24404PhosphineHCID 24611Copper bromide (CuBr2)2×HCID 27342152-(Di-tert-butylphosphino)biphenyl

Product 1

HCID 86593684HCID 86593684, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

50 ml of degassed, anhydrous methanol were heated at reflux temperature, and 2.36 g (7.9 mmole) of 2-(di-tert.-butylphosphino)biphenyl were slowly added to the methanol until the phosphine compound had completely dissolved. 0.59 g (2.6 mmole) of copper(II) bromide was then added in portions to the solution. After addition of the copper bromide the solution was heated for a further 15 minutes at reflux temperature and the solution was then cooled. After cooling the solution a precipitate formed that was filtered off and was washed with a small amount of ethanol and diethyl ether and then dried. 0.93 g (1.1 mmole) of the abovementioned compound was obtained. The yield was 80% of theory.

Workup

  1. custom50 ml of degassed
  2. temperatureanhydrous methanol were heated
  3. dissolutionhad completely dissolved
  4. temperaturewas heated for a further 15 minutes
  5. temperatureat reflux temperature
  6. temperaturethe solution was then cooled
  7. temperatureAfter cooling the solution a precipitate
  8. customformed
  9. filtrationthat was filtered off
  10. washwas washed with a small amount of ethanol and diethyl ether
  11. customdried

Sources & evidence

ORD record
ord-13f1a4fcf81a49198509abef5b57049f
Source dataset
uspto-grants-2005_09
Patent number
US06946577B2

Reaction notes

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