Triphenylphosphine → HCID 86686250, compound

HRID 2171714Notes

Reaction equation

HRID 2171714 reaction equation
[ClH:1].[Cl:2][CH2:3][C:4]1[CH:5]=[CH:6][C:7]([CH3:10])=[N:8][CH:9]=1.[C:11]1([P:17]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>[I-].[Na+].CN(C=O)C>[ClH:2].[Cl-:1].[CH3:10][C:7]1[N:8]=[CH:9][C:4]([CH2:3][P+:17]([C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=2)([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=2)=[CH:5][CH:6]=1

Participants

5

Reactant 2

HCID 11776TriphenylphosphineHCID 122143395-(chloromethyl)-2-methylpyridine hydrochloride

Product 1

HCID 86686250HCID 86686250, compoundYield 78%

Reagents, catalysts & solvents 2

HCID 5238Sodium IodideCatalystHCID 6228DimethylformamideSolvent

Conditions

Temperature
90 °C

Procedure

5-(Chloromethyl)-2-methylpyridine hydrochloride (1.13 g) and DMF (9 ml) were mixed, and triphenylphosphine (1.67 g) and sodium iodide (5 mg) were added thereto, followed by stirring at 90° C. for 6 hours. The reaction mixture was cooled to room temperature, and the precipitated solid was collected by filtration and washed with toluene to obtain [(6-methylpyridin-3-yl)methyl](triphenyl)phosphonium chloride hydrochloride (2.18 g).

Workup

  1. temperatureThe reaction mixture was cooled to room temperature
  2. filtrationthe precipitated solid was collected by filtration
  3. washwashed with toluene

Sources & evidence

ORD record
ord-35f0fcd149d84ec58dbb27c26b384d11
Source dataset
uspto-grants-2015_06
Patent number
US09051283B2

Reaction notes

Loading…