Triphenylphosphine → HCID 28706935, compound

HRID 253002Notes

Reaction equation

HRID 253002 reaction equation
[N:1]([CH2:4][C@@H:5]1[CH2:9][CH2:8][CH2:7][N:6]1[C:10]([C:12]1[CH:17]=[CH:16][C:15]([Br:18])=[CH:14][CH:13]=1)=[O:11])=[N+]=[N-].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>O1CCCC1.O>[NH2:1][CH2:4][C@@H:5]1[CH2:9][CH2:8][CH2:7][N:6]1[C:10]([C:12]1[CH:13]=[CH:14][C:15]([Br:18])=[CH:16][CH:17]=1)=[O:11]

Participants

5

Reactant 2

HCID 11776TriphenylphosphineHCID 86631210HCID 86631210, compound

Product 1

HCID 28706935HCID 28706935, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
60 °C

Procedure

The title compound (194 mg, 0.63 mmol) produced in step (vi) of Reference Example 8 was dissolved in 10 ml of tetrahydrofuran and 1 ml of water, 852 mg (3.1 mmol) of triphenylphosphine was added to the solution, and the mixture was stirred at 60° C. for 5 hr. The reaction solution was concentrated under the reduced pressure, and the residue was purified by column chromatography on silica gel (chloroform:methanol=40:1 to 5:1) to give 177 mg (yield 100%) of the title compound.

Workup

  1. concentrationThe reaction solution was concentrated under the reduced pressure
  2. customthe residue was purified by column chromatography on silica gel (chloroform:methanol=40:1 to 5:1)

Sources & evidence

ORD record
ord-00e4f22c3d104fc08016320313a68aad
Source dataset
uspto-grants-2011_01
Patent number
US07871982B2

Reaction notes

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