Thionyl Chloride → HCID 90417746, compound

HRID 1484802Notes

Reaction equation

HRID 1484802 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:9]2[C:14]([CH2:15]O)=[CH:13][CH:12]=[CH:11][N:10]=2)[CH:6]=[CH:7][CH:8]=1.S(Cl)([Cl:19])=O>>[Cl:19][CH2:15][C:14]1[C:9]([C:5]2[CH:6]=[CH:7][CH:8]=[C:3]([O:2][CH3:1])[CH:4]=2)=[N:10][CH:11]=[CH:12][CH:13]=1

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 90417484HCID 90417484, compound

Product 1

HCID 90417746HCID 90417746, compoundYield 55%

Procedure

Into a 50-mL round-bottom flask, was placed a solution of [2-(3-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 furnish 600 mg (55%) of 3-(chloromethyl)-2-(3-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-fc46ad5e445a44d8941d053ea663c2e6
Source dataset
uspto-grants-2016_08
Patent number
US09422279B2

Reaction notes

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