Triphenylphosphine → HCID 11275594, compound

HRID 1954230Notes

Reaction equation

HRID 1954230 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-36c86acdd193492da770a1852f8fc5d9
Source dataset
uspto-grants-2000_09
Patent number
US06121307

Reaction notes

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