Thionyl Chloride → HCID 56633257, compound

HRID 867358Notes

Reaction equation

HRID 867358 reaction equation
[CH2:1]([O:13][CH:14]([CH3:18])[C:15](O)=[O:16])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].S(Cl)([Cl:21])=O>>[CH2:1]([O:13][CH:14]([CH3:18])[C:15]([Cl:21])=[O:16])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12]

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 190166112-(Dodecyloxy)propanoic acid

Product 1

HCID 56633257HCID 56633257, compound

Procedure

10 ml of thionyl chloride was added to 2.0 g of α-dodecyloxypropionicacid, and the mixture was refluxed under heat for 2 hours. Excess of thionyl chloride was distilled off to obtain α-dodecyloxypropionic acid chloride. 20 ml of dry pyridine was added thereto, and 5.0 g of 4,4'-dihydroxybiphenyl was further added dropwise. After the addition, themixture was refluxed under heat for 3 hours, charged into ice water, and extracted with benzene. The extract was purified with a silica gel column chromatography to obtain 4-hydroxy-4'-α-dodecyloxypropanoyloxybiphenyl.

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-0087e3b9a67b456bacf95ac52b2ec9a2
Source dataset
uspto-grants-1988_10
Patent number
US04775223

Reaction notes

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