Piperonyl alcohol → 1,3-Benzodioxole, 5-(chloromethyl)-

HRID 65699

Reaction equation

HRID 65699 reaction equation
S(Cl)([Cl:3])=O.[CH2:5]1[O:15][C:14]2[CH:13]=[CH:12][C:9]([CH2:10]O)=[CH:8][C:7]=2[O:6]1>>[CH2:5]1[O:15][C:14]2[CH:13]=[CH:12][C:9]([CH2:10][Cl:3])=[CH:8][C:7]=2[O:6]1

Participants

3

Reactant 2

HCID 10322Piperonyl alcoholHCID 24386Thionyl Chloride

Product 1

HCID 887131,3-Benzodioxole, 5-(chloromethyl)-

Procedure

153.9 g (1.29 mols) of thionyl chloride are poured onto 65.6 g (0.431 mol) of 3,4-methylenedioxybenzyl alcohol. The mixture is stirred for 90 minutes at ambient temperature (15°-25° C.) and the excess thionyl chloride is then evaporated. The residue is taken up in dimethylformainde (DMF) and the latter is then evaporated. Finally, the residue is taken up in 500 ml of DMF (it is not necessary to isolate the 3,4-methylenedioxybenzyl chloride thus obtained).

Workup

  1. customthe excess thionyl chloride is then evaporated
  2. customthe latter is then evaporated

Sources & evidence

ORD record
ord-6894a54152924af49879deb8373082ee
Source dataset
uspto-grants-1978_12
Patent number
US04128656

Linked notes

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