Thionyl Chloride → HCID 68468113, compound

HRID 1623608Notes

Reaction equation

HRID 1623608 reaction equation
[CH2:1]([O:9][C:10]1[CH:15]=[CH:14][N:13]=[C:12]([CH2:16]O)[C:11]=1[CH3:18])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].S(Cl)([Cl:21])=O>C(Cl)(Cl)Cl>[CH2:1]([O:9][C:10]1[CH:15]=[CH:14][N:13]=[C:12]([CH2:16][Cl:21])[C:11]=1[CH3:18])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 68468934HCID 68468934, compound

Product 1

HCID 68468113HCID 68468113, compoundYield 187.7%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

11.8 g (0.047 mol, 1.0 eq.) of 4-octyloxy-2-hydroxymethyl-3-methylpyridine was dissolved in 600 mL of chloroform, and 28.6 g (0.240 mol, 5.1 eq.) of thionyl chloride was added dropwise at 19 to 27° C. Subsequently, the mixture was heated to reflux for one hour and then concentrated, to obtain 23.8 g of 4-octyloxy-2-chloromethyl-3-methylpyridine as a black oily matter.

Workup

  1. temperatureSubsequently, the mixture was heated
  2. temperatureto reflux for one hour
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-de1449d7ee62447db8ceb986297ec162
Source dataset
uspto-grants-2014_07
Patent number
US08778975B2

Reaction notes

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