Triphenylphosphine → HCID 10512677, compound

HRID 1596778Notes

Reaction equation

HRID 1596778 reaction equation
[F:1][C:2]1[CH:3]=[C:4]2[C:9](=[C:10]([O:12][CH2:13][CH2:14][N:15]=[N+]=[N-])[CH:11]=1)[O:8][CH2:7][CH2:6][CH2:5]2.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>O>[F:1][C:2]1[CH:3]=[C:4]2[C:9](=[C:10]([O:12][CH2:13][CH2:14][NH2:15])[CH:11]=1)[O:8][CH2:7][CH2:6][CH2:5]2

Participants

4

Reactant 2

HCID 11776TriphenylphosphineHCID 11817232HCID 11817232, compound

Product 1

HCID 10512677HCID 10512677, compoundYield 96.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 2-(6-fluorochroman-8-yloxy)ethylazide (4.12 g, 0.017 mol) and triphenylphosphine (6.83 g, 0.026 mol) in tetrahydrofliran (80 ml) and water (1.5 ml) was allowed to stir for 18 hours at room temperature. The solvent was removed under vacuum. Chromatography (ethyl acetate) removed triphenylphosphine and triphenylphosphine oxide and (40% methanol-methylene chloride plus ammonium hydroxide) afforded 3.45 g (94%) of product as a white solid: mp 68-70° C.

Workup

  1. customThe solvent was removed under vacuum
  2. customChromatography (ethyl acetate) removed triphenylphosphine and triphenylphosphine oxide and (40% methanol-methylene chloride plus ammonium hydroxide)

Sources & evidence

ORD record
ord-6d5c1508561548a9896a6ba46aaab7ea
Source dataset
uspto-grants-2001_09
Patent number
US06291683B1

Reaction notes

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