Triphenylphosphine → HCID 18687675, compound

HRID 1872843Notes

Reaction equation

HRID 1872843 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([O:11][CH2:12][CH2:13][N:14]=[N+]=[N-])[C:5]2[O:9][CH:8]=[CH:7][C:6]=2[CH:10]=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>O1CCCC1.O>[F:1][C:2]1[CH:3]=[C:4]([O:11][CH2:12][CH2:13][NH2:14])[C:5]2[O:9][CH:8]=[CH:7][C:6]=2[CH:10]=1

Participants

5

Reactant 2

HCID 11776TriphenylphosphineHCID 18687681HCID 18687681, compound

Product 1

HCID 18687675HCID 18687675, compoundYield 76.2%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

A solution 2-(5-fluoro-benzofuran-7-yloxy)-ethylazide (0.82 g, 3.7 mmol) and triphenylphosphine (1.17 g, 4.4 mmol) in tetrahydrofuran (50 ml) and water (2 ml) was allowed to stir for 18 hours at room temperature. The solvent was removed under vacuum. Chromatography (30% methanol-methylene chloride plus ammonium hydroxide) afford 0.55 g (73%) of product as a yellow oil: MS ESI 196 m/e (M+H)+

Workup

  1. customThe solvent was removed under vacuum

Sources & evidence

ORD record
ord-24ff1bd598a24dbfae38392f8d151f4a
Source dataset
uspto-grants-2000_08
Patent number
US06110956

Reaction notes

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