Hydrochloric Acid → 5-(Chloromethyl)-6-propyl-1,3-benzodioxole

HRID 2259758Notes

Reaction equation

HRID 2259758 reaction equation
CCCCOCCOCCO[CH2:12][C:13]1[CH:14]=[C:15]2[O:24][CH2:23][O:22][C:16]2=[CH:17][C:18]=1[CH2:19][CH2:20][CH3:21].[ClH:25].O>C1C=CC=CC=1>[CH2:19]([C:18]1[C:13]([CH2:12][Cl:25])=[CH:14][C:15]2[O:24][CH2:23][O:22][C:16]=2[CH:17]=1)[CH2:20][CH3:21]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 5794Piperonyl Butoxide

Product 1

HCID 747395-(Chloromethyl)-6-propyl-1,3-benzodioxole

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

15 g of piperonyl butoxide and 300 ml of concentrated hydrochloric acid were dissolved in 100 ml of benzene and the solution was heated under reflux for 3 h. The reaction mixture was cooled to room temperature and water was added thereto. After extraction with ethyl acetate, the extract was washed with water, dried over magnesium sulfate and concentrated under reduced pressure to obtain 12 g of 6-propyl-5-chloromethyl-1,3-benzodioxole in the form of a faint brown oil.

Workup

  1. temperaturethe solution was heated
  2. temperatureunder reflux for 3 h
  3. extractionAfter extraction with ethyl acetate
  4. washthe extract was washed with water
  5. dry with materialdried over magnesium sulfate
  6. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-52c661bd855d4ee49291d68e4dd808af
Source dataset
uspto-grants-1995_12
Patent number
US05475024

Reaction notes

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