Thionyl Chloride → HCID 68467052, compound

HRID 1623603Notes

Reaction equation

HRID 1623603 reaction equation
[CH2:1]([O:7][C:8]1[CH:13]=[CH:12][N:11]=[C:10]([CH2:14]O)[C:9]=1[CH3:16])[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].S(Cl)([Cl:19])=O>C(Cl)(Cl)Cl>[CH2:1]([O:7][C:8]1[CH:13]=[CH:12][N:11]=[C:10]([CH2:14][Cl:19])[C:9]=1[CH3:16])[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 68468227HCID 68468227, compound

Product 1

HCID 68467052HCID 68467052, compoundYield 185.8%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

12.2 g (0.055 mol, 1.0 eq.) of 4-hexyloxy-2-hydroxymethyl-3-methylpyridine was dissolved in 620 mL of chloroform, and 33.4 g (0.281 mol, 5.1 eq.) of thionyl chloride was added dropwise at 23 to 29° C. Subsequently, the mixture was heated to reflux for one hour and then concentrated, to obtain 24.7 g of 4-hexyloxy-2-chloromethyl-3-methylpyridine as a brown oily matter.

Workup

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

Sources & evidence

ORD record
ord-e8701ed7c54641dd8ab40b266ed5210b
Source dataset
uspto-grants-2014_07
Patent number
US08778975B2

Reaction notes

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