Thionyl Chloride → HCID 90416911, compound

HRID 1484809Notes

Reaction equation

HRID 1484809 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[C:14]([CH2:15]O)=[CH:13][CH:12]=[CH:11][N:10]=2)=[CH:5][CH:4]=1.S(Cl)([Cl:19])=O>>[Cl:19][CH2:15][C:14]1[C:9]([C:6]2[CH:7]=[CH:8][C:3]([O:2][CH3:1])=[CH:4][CH:5]=2)=[N:10][CH:11]=[CH:12][CH:13]=1

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 90418490HCID 90418490, compound

Product 1

HCID 90416911HCID 90416911, compoundYield 55%

Procedure

Into a 50-mL round-bottom flask, was placed a solution of [2-(4-methoxyphenyl)pyridin-3-yl]methanol (1 g, 4.65 mmol, 1.00 equiv) in thionyl chloride (20 mL). The resulting solution was stirred for 2 h at reflux. The resulting mixture was concentrated under vacuum to yield 600 mg (55%) of 3-(chloromethyl)-2-(4-methoxyphenyl)pyridine as a white solid.

Workup

  1. customInto a 50-mL round-bottom flask, was placed
  2. temperatureat reflux
  3. concentrationThe resulting mixture was concentrated under vacuum

Sources & evidence

ORD record
ord-c7ec82253848478f8512e61d520427f4
Source dataset
uspto-grants-2016_08
Patent number
US09422279B2

Reaction notes

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