Water → Triphenylphosphine

HRID 1357517Notes

Reaction equation

HRID 1357517 reaction equation
[C:1]1([P:7]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH2:20].C([N:23]([CH2:26][CH3:27])[CH2:24][CH3:25])C.[CH2:28]1[CH2:32][O:31][CH2:30][CH2:29]1>>[CH:19]([C@H:25]1[C@@H:24]2[C@@H:26]([NH:23]2)[CH:27]=[C:29]([C:30]([O:31][CH3:32])=[O:20])[CH2:28]1)=[CH2:14].[CH:17]1[CH:16]=[CH:15][C:14]([P:7]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)=[CH:19][CH:18]=1

Participants

6

Reactant 4

HCID 962WaterHCID 8028TetrahydrofuranHCID 8471TriethylamineHCID 11776Triphenylphosphine

Product 2

HCID 11776TriphenylphosphineHCID 86759065HCID 86759065, compound

Procedure

Triphenylphosphine can be slowly added to a solution of Example 13I in THF. The reaction mixture can be stirred for 2 hours at room temperature, then water and triethylamine are added. The reaction mixture can be stirred for an additional 10 hours, then the reaction mixture can be concentrated. The concentrate can be chromatographed to afford the desired product with Ph3P as a contaminant.

Workup

  1. stirringThe reaction mixture can be stirred for an additional 10 hours
  2. concentrationthe reaction mixture can be concentrated
  3. concentrationThe concentrate can
  4. custombe chromatographed

Sources & evidence

ORD record
ord-a76305a7542249f09801e0ad31e878c5
Source dataset
uspto-grants-2003_07
Patent number
US06593314B1

Reaction notes

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