Thionyl Chloride → 2-(Pentyloxy)propanoyl chloride

HRID 1680986Notes

Reaction equation

HRID 1680986 reaction equation
[CH2:1]([O:6][CH:7]([CH3:11])[C:8](O)=[O:9])[CH2:2][CH2:3][CH2:4][CH3:5].S(Cl)([Cl:14])=O>>[CH2:1]([O:6][CH:7]([CH3:11])[C:8]([Cl:14])=[O:9])[CH2:2][CH2:3][CH2:4][CH3:5]

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 14693035HCID 14693035, compound

Product 1

HCID 146930362-(Pentyloxy)propanoyl chloride

Procedure

10 ml of thionyl chloride was added to 2.0 g of α-pentyloxypropionic acid and the mixture was refluxed under heat for 2 hours. Excess of thionyl chloride was distilled off to obtain α-pentyloxypropionic acid chloride. 20 ml of dry pyridine was added thereto, and 7.0 g of 5-decyl-2-(4-hydroxyphenyl)pyrimidine dissolved in 50 ml of dry benzene was further added dropwise. After the addition, the mixture was refluxed under heat, charged into ice water and extracted with benzene. The extract was purified with a silica gel column chromatography to obtain 5-decyl-2-(4'-α-pentyloxypropanoyloxyphenyl)pyrimidine.

Workup

  1. temperaturethe mixture was refluxed
  2. temperatureunder heat for 2 hours
  3. distillationExcess of thionyl chloride was distilled off

Sources & evidence

ORD record
ord-42f49132c34a4c5da4579dbb26b56e05
Source dataset
uspto-grants-1992_12
Patent number
US05167857

Reaction notes

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