Triphenylphosphine → HCID 66578235, compound

HRID 1528782Notes

Reaction equation

HRID 1528782 reaction equation
[N:1]([CH2:4][C:5]1[C:6]([CH3:17])=[N:7][O:8][C:9]=1[C:10]1[CH:15]=[CH:14][C:13]([Br:16])=[CH:12][CH:11]=1)=[N+]=[N-].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>C1COCC1.O>[Br:16][C:13]1[CH:12]=[CH:11][C:10]([C:9]2[O:8][N:7]=[C:6]([CH3:17])[C:5]=2[CH2:4][NH2:1])=[CH:15][CH:14]=1

Participants

5

Reactant 2

HCID 11776TriphenylphosphineHCID 86673637HCID 86673637, compound

Product 1

HCID 66578235HCID 66578235, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

4-Azidomethyl-5-(4-bromo-phenyl)-3-methyl-isoxazole (3.18 g, 10.85 mmol) in THF (30 mL) and H2O (10 mL) was treated with triphenylphosphine (2.85 g, 10.86 mmol) and the reaction stirred overnight at room temperature. After aqueous workup, the crude material was purified by silica gel chromatography to afford the title compound.

Workup

  1. customAfter aqueous workup, the crude material was purified by silica gel chromatography

Sources & evidence

ORD record
ord-1b428704033d494e8a932bb756301c91
Source dataset
uspto-grants-2015_07
Patent number
US09090573B2

Reaction notes

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