1,3-Benzodioxole-5-carboxylic acid → 1,3-Benzodioxole-5-carbonyl chloride

HRID 1729205Notes

Reaction equation

HRID 1729205 reaction equation
[C:1]([OH:12])(=O)[C:2]1[CH:10]=[CH:9][C:8]2[O:7][CH2:6][O:5][C:4]=2[CH:3]=1.S(Cl)([Cl:15])=O>>[CH2:6]1[O:7][C:8]2[CH:9]=[CH:10][C:2]([C:1]([Cl:15])=[O:12])=[CH:3][C:4]=2[O:5]1

Participants

3

Reactant 2

HCID 71961,3-Benzodioxole-5-carboxylic acidHCID 24386Thionyl Chloride

Product 1

HCID 27347491,3-Benzodioxole-5-carbonyl chloride

Procedure

20 g (0.12 mole) of piperonylic acid are suspended in 170 ml of thionyl chloride and refluxed for 2 hours. The solution is concentrated under reduced pressure. The residual oil crystallizes immediately after the addition of petroleum ether. The crystals are spun and washed with petroleum ether.

Workup

  1. temperaturerefluxed for 2 hours
  2. concentrationThe solution is concentrated under reduced pressure
  3. customThe residual oil crystallizes immediately
  4. additionafter the addition of petroleum ether
  5. washwashed with petroleum ether

Sources & evidence

ORD record
ord-132373a2682441eb9dd89ee2fdc8264f
Source dataset
uspto-grants-1994_07
Patent number
US05332735

Reaction notes

Loading…