Thionyl Chloride → 6-Phenylhexanoyl chloride

HRID 1603660Notes

Reaction equation

HRID 1603660 reaction equation
[C:1]1([CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][C:12]([OH:14])=O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.S(Cl)([Cl:17])=O>>[C:1]1([CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][C:12]([Cl:17])=[O:14])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 796956-Phenylhexanoic Acid

Product 1

HCID 135978376-Phenylhexanoyl chlorideYield 94%

Procedure

6-Phenylhexanoic acid (2.5 g, 13 mmol) was treated with thionyl chloride (3.0 ml, 41.1 mmol) and stirred under reflux for 3 h. The mixture was evaporated under reduced pressure to remove thionyl chloride and then distilled at 92-95° C./0.1 mbar to give the product as a colourless oil (2.57 g, 94%).

Workup

  1. temperatureunder reflux for 3 h
  2. customThe mixture was evaporated under reduced pressure
  3. customto remove thionyl chloride
  4. distillationdistilled at 92-95° C./0.1 mbar

Sources & evidence

ORD record
ord-885d6f4c51c149c6bca40a97bee45232
Source dataset
uspto-grants-1999_11
Patent number
US05990102

Reaction notes

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