Triphenylphosphine → HCID 86717345, compound

HRID 527138Notes

Reaction equation

HRID 527138 reaction equation
[N:1]([C:4]1([C:15]2[CH:20]=[CH:19][C:18]([CH:21]([CH3:23])[CH3:22])=[CH:17][C:16]=2[O:24][CH3:25])[C:12](=[O:13])[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]1=[O:14])=[N+]=[N-].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>CO>[NH2:1][C:4]1([C:15]2[CH:20]=[CH:19][C:18]([CH:21]([CH3:23])[CH3:22])=[CH:17][C:16]=2[O:24][CH3:25])[C:12](=[O:13])[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]1=[O:14]

Participants

4

Reactant 2

HCID 11776TriphenylphosphineHCID 86717343HCID 86717343, compound

Product 1

HCID 86717345HCID 86717345, compoundYield 53,874.801%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
60 °C

Procedure

To a solution of 2-azido-2-(4-isopropyl-2-methoxyphenyl)-2H-inden-1,3-dione (50 mg, 0.15 mmol) in methanol (10 ml) were added with triphenylphosphine (47 mg, 0.18 mmol), followed by stirring at 60° C. for 4 hrs. The concentrated reaction mixture was purified using silica column chromatography (25% ethylacetate in hexane) to afford the title compound (25 g, 54%).

Workup

  1. customThe concentrated reaction mixture
  2. customwas purified

Sources & evidence

ORD record
ord-96f60aba630740a896ef604c5eed3411
Source dataset
uspto-grants-2016_05
Patent number
US09346749B2

Reaction notes

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