Boron trifluoride → HCID 21712593, compound

HRID 442637Notes

Reaction equation

HRID 442637 reaction equation
[CH3:1][CH:2]1[O:6][C:5]2[CH:7]=[CH:8][CH:9]=[CH:10][C:4]=2[O:3]1.[C:11](OC(=O)C)(=[O:13])[CH3:12].B(F)(F)F>C([O-])([O-])=O.[Na+].[Na+]>[C:11]([C:8]1[CH:9]=[CH:10][C:4]2[O:3][CH:2]([CH3:1])[O:6][C:5]=2[CH:7]=1)(=[O:13])[CH3:12]

Participants

5

Reactant 3

HCID 6356Boron trifluorideHCID 7918Acetic AnhydrideHCID 841672-Methyl-2H-1,3-benzodioxole2×

Product 1

HCID 21712593HCID 21712593, compound

Reagents, catalysts & solvents 1

HCID 10340Sodium CarbonateSolvent

Procedure

The synthesis of 2-methyl-1,3-benzodioxole is conducted by the procedure of Nichols and Kostuba (J. Med. Chem 22:1264 (1979)). A solution of 10.3 g (76 mmol) of 2-methyl-1,3-benzodioxole and 21 ml of acetic anhydride is treated with 3.5 ml BF3 etherate at 0° C. for 24 hr and at -20° C. for three days. The reaction solution is poured into 250 ml 1M Na2CO3 and extracted with ether. The ether is dried over Na2SO4, then removed under reduced pressure. Purification and distillation under reduced pressure yields the ketone, 5-acetyl-2-methyl-1,3-benzodioxole.

Workup

  1. extractionextracted with ether
  2. dry with materialThe ether is dried over Na2SO4
  3. customremoved under reduced pressure
  4. distillationPurification and distillation under reduced pressure

Sources & evidence

ORD record
ord-69eac4ee06d6496ca513ffd447f11372
Source dataset
uspto-grants-1999_04
Patent number
US05891876

Reaction notes

Loading…