Thionyl Chloride → HCID 68470112, compound

HRID 1623601Notes

Reaction equation

HRID 1623601 reaction equation
[CH2:1]([O:6][C:7]1[CH:12]=[CH:11][N:10]=[C:9]([CH2:13]O)[C:8]=1[CH3:15])[CH2:2][CH2:3][CH2:4][CH3:5].S(Cl)([Cl:18])=O>C(Cl)(Cl)Cl>[CH2:1]([O:6][C:7]1[CH:12]=[CH:11][N:10]=[C:9]([CH2:13][Cl:18])[C:8]=1[CH3:15])[CH2:2][CH2:3][CH2:4][CH3:5]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 68467548HCID 68467548, compound

Product 1

HCID 68470112HCID 68470112, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

11.0 g (0.054 mol, 1.0 eq.) of 4-pentyloxy-2-hydroxymethyl-3-methylpyridine was dissolved in 620 mL of chloroform, and 24.9 g (0.281 mol, 4 eq.) of thionyl chloride was added dropwise at 22 to 30° C. Subsequently, the mixture was heated to reflux for one hour, and then concentrated, to obtain 4-pentyloxy-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-a092ca7b99a8433484e4871b9944fa11
Source dataset
uspto-grants-2014_07
Patent number
US08778975B2

Reaction notes

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