Triphenylphosphine → HCID 178459887, compound

HRID 2111507Notes

Reaction equation

HRID 2111507 reaction equation
[CH3:1][CH:2]([O:4][C:5](/[N:7]=[N:8]/[C:9]([O:11][CH:12]([CH3:14])[CH3:13])=[O:10])=[O:6])[CH3:3].[C:15]1([P:21]([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>C1COCC1>[CH:31]1[CH:30]=[CH:29][C:28]([P:21]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[CH:33][CH:32]=1.[CH3:14][CH:12]([O:11][C:9](/[N:8]=[N:7]/[C:5]([O:4][CH:2]([CH3:3])[CH3:1])=[O:6])=[O:10])[CH3:13]

Participants

4

Reactant 2

HCID 11776TriphenylphosphineHCID 5363146Diisopropyl azodicarboxylate

Product 1

HCID 178459887HCID 178459887, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
0 °C

Procedure

DIAD (1 eq) was added dropwise to a well-stirred solution of triphenylphosphine (1 eq) in THF (0.4 M) at 0° C. under nitrogen. The mixture was then maintained at 0° C. with stirring for 30 min. The white solid obtained was collected by filtration (use medium sized fritted filters), washed with cold anhydrous THF until the washes were colorless, and lastly washed once with anhydrous Et2O. The white solid product was then vacuum-dried (oil pump) and stored under nitrogen. (Note: The PPh3-DIAD adduct can be made in larger than immediately required quantity and stored under nitrogen; it is very important to store this reagent under anhydrous conditions.)

Workup

  1. customThe white solid obtained
  2. filtrationwas collected by filtration (use medium sized fritted filters)
  3. washwashed with cold anhydrous THF until the washes
  4. washlastly washed once with anhydrous Et2O
  5. customThe white solid product was then vacuum-dried (oil pump)

Sources & evidence

ORD record
ord-e9ebe991a2e1413390dd0380a94e3265
Source dataset
uspto-grants-2009_04
Patent number
US07521420B2

Reaction notes

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