Thionyl Chloride → 2-(Pentyloxy)propanoyl chloride

HRID 867357Notes

Reaction equation

HRID 867357 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 extractwas 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-dfa858b29963415888de7889351e7c5a
Source dataset
uspto-grants-1988_10
Patent number
US04775223

Reaction notes

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