Triphenylphosphine → HCID 19833632, compound

HRID 2050775Notes

Reaction equation

HRID 2050775 reaction equation
[Cl:1][CH2:2][C:3]1[CH:8]=[C:7]([O:9][CH3:10])[CH:6]=[CH:5][N:4]=1.ClC1N=C(CCl)C=CC=1.[C:20]1([P:26]([C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)[C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>C1(C)C=CC=CC=1>[Cl-:1].[CH3:10][O:9][C:7]1[CH:6]=[CH:5][N:4]=[C:3]([CH2:2][P+:26]([C:27]2[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=2)([C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)[C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=2)[CH:8]=1

Participants

5

Reactant 3

HCID 11776TriphenylphosphineHCID 104871362-Chloromethyl-4-methoxy-pyridineHCID 155744402-Chloro-6-(chloromethyl)pyridine

Product 1

HCID 19833632HCID 19833632, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

The hydroxymethyl compound obtained above was converted to 2-chloromethyl-4-methoxypyridine by the method of Part (iv), above, to provide 0.895 g (5.68 mmole). This was reacted with an equimolar amount of triphenylphosphine in toluene (10 ml) at reflux for 20 hours. The precipitated product was filtered to give 860 mg of the title compound as a yellow solid.

Workup

  1. customabove, to provide 0.895 g (5.68 mmole)
  2. temperatureat reflux for 20 hours
  3. filtrationThe precipitated product was filtered

Sources & evidence

ORD record
ord-895db9a113624c03880af6d5d0fcdbbc
Source dataset
uspto-grants-1991_05
Patent number
US05015473

Reaction notes

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