Triphenylphosphine → HCID 11275594, compound

HRID 1872839Notes

Reaction equation

HRID 1872839 reaction equation
[O:1]1[C:6]2[CH:7]=[CH:8][CH:9]=[C:10]([O:11][CH2:12][CH2:13][N:14]=[N+]=[N-])[C:5]=2[O:4][CH2:3][CH2:2]1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>O1CCCC1.O>[O:1]1[C:6]2[CH:7]=[CH:8][CH:9]=[C:10]([O:11][CH2:12][CH2:13][NH2:14])[C:5]=2[O:4][CH2:3][CH2:2]1

Participants

5

Reactant 2

HCID 11776TriphenylphosphineHCID 11447359HCID 11447359, compound

Product 1

HCID 11275594HCID 11275594, compoundYield 62%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

A solution of 2-(2,3-dihydrobenzo[1,4]dioxin-5-yloxy)ethylazide (3.43 g, 0.016 mol) and triphenylphosphine (6.3 g, 0.023 mol) 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 1.93 g (62%) of product as a yellow oil: MS FAB m/e 196 (M+H)+

Workup

  1. customThe solvent was removed under vacuum

Sources & evidence

ORD record
ord-4c8e7e2f1c094a41b594898b28977869
Source dataset
uspto-grants-2000_08
Patent number
US06110956

Reaction notes

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