Triphenylphosphine → ((1-Oxo-1,2-dihydroisoquinolin-3-yl)methyl)triphenylphosphonium bromide

HRID 868907Notes

Reaction equation

HRID 868907 reaction equation
[Br:1][CH2:2][C:3]1[NH:4][C:5](=[O:13])[C:6]2[C:11]([CH:12]=1)=[CH:10][CH:9]=[CH:8][CH:7]=2.[CH:14]1[CH:19]=[CH:18][C:17]([P:20]([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)=[CH:16][CH:15]=1>O1CCOCC1>[Br-:1].[O:13]=[C:5]1[C:6]2[C:11](=[CH:10][CH:9]=[CH:8][CH:7]=2)[CH:12]=[C:3]([CH2:2][P+:20]([C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=2)([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[C:17]2[CH:16]=[CH:15][CH:14]=[CH:19][CH:18]=2)[NH:4]1

Participants

4

Reactant 2

HCID 11776TriphenylphosphineHCID 700972123-(Bromomethyl)isoquinolin-1(2H)-one

Product 1

HCID 86687889((1-Oxo-1,2-dihydroisoquinolin-3-yl)methyl)triphenylphosphonium bromide

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A solution of 3-(bromomethyl)isoquinolin-1(2H)-one and PPh3 (1.8 g, 6.87 mmol) in 1,4-dioxane (50 mL) was refluxed for 2 h. After cooling to room temperature, the reaction mixture was filtered to give the desired product (317 mg). LC-MS: m/z 420 (M+H+).

Workup

  1. filtrationthe reaction mixture was filtered

Sources & evidence

ORD record
ord-e03deec29a774059a8178d29caafce31
Source dataset
uspto-grants-2015_03
Patent number
US08969349B2

Reaction notes

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