Thionyl Chloride → p-(5-Octylpyridyl)benzoylchloride hydrochloride

HRID 3934Notes

Reaction equation

HRID 3934 reaction equation
[CH2:1]([C:9]1[CH:10]=[CH:11][C:12]([C:15]2[CH:23]=[CH:22][C:18]([C:19](O)=[O:20])=[CH:17][CH:16]=2)=[N:13][CH:14]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].S(Cl)([Cl:26])=O>>[ClH:26].[CH2:1]([C:9]1[CH:10]=[CH:11][C:12]([C:15]2[CH:23]=[CH:22][C:18]([C:19]([Cl:26])=[O:20])=[CH:17][CH:16]=2)=[N:13][CH:14]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8]

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 14070040p-(5-Octylpyridyl)benzoic acid

Product 1

HCID 20153528p-(5-Octylpyridyl)benzoylchloride hydrochlorideYield 96.7%

Procedure

30 g (0.102 mol) of the resulting p-(5-octylpyridyl)benzoic acid was added to 24.3 g (0.204 mol) of thionyl chloride and reflux was maintained for 5 hours. The surplus thionyl chloride was removed by distillation and the product was recrystallized from hexane to obtain 34.5 g (0.0986 mol) of p-(5-octylpyridyl)benzoylchloride hydrochloride.

Workup

  1. temperaturereflux
  2. temperaturewas maintained for 5 hours
  3. customThe surplus thionyl chloride was removed by distillation
  4. customthe product was recrystallized from hexane

Sources & evidence

ORD record
ord-c2ce3ae82b19475192f1d27047229762
Source dataset
uspto-grants-1988_02
Patent number
US04723018

Reaction notes

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