Thionyl Chloride → HCID 68468291, compound

HRID 1623605Notes

Reaction equation

HRID 1623605 reaction equation
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][N:12]=[C:11]([CH2:15]O)[C:10]=1[CH3:17])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH3:7].S(Cl)([Cl:20])=O>C(Cl)(Cl)Cl>[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][N:12]=[C:11]([CH2:15][Cl:20])[C:10]=1[CH3:17])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH3:7]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 68465819HCID 68465819, compound

Product 1

HCID 68468291HCID 68468291, compoundYield 180.7%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

14.5 g (0.061 mol, 1.0 eq.) of 4-heptyloxy-2-hydroxymethyl-3-methylpyridine was dissolved in 700 mL of chloroform, and 37.0 g (0.311 mol, 5.1 eq.) of thionyl chloride was added dropwise at 22 to 30° C. Subsequently, the mixture was heated to reflux for 30 minutes and then concentrated, to obtain 28.2 g of 4-heptyloxy-2-chloromethyl-3-methylpyridine as a black oily matter.

Workup

  1. temperatureSubsequently, the mixture was heated
  2. temperatureto reflux for 30 minutes
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-db83c6b44e614399894b4b5ea7362cd0
Source dataset
uspto-grants-2014_07
Patent number
US08778975B2

Reaction notes

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