Hydrochloric Acid → HCID 14986460, compound

HRID 654692Notes

Reaction equation

HRID 654692 reaction equation
C([O:4][C:5]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][C:13]=2[CH3:15])[CH:8]=[CH:7][CH:6]=1)(=O)C.[Cl-].[Al+3].[Cl-].[Cl-].O.Cl.[C:22](OCC)(=[O:24])[CH3:23]>>[OH:4][C:5]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][C:13]=2[CH3:15])[CH:8]=[CH:7][C:6]=1[C:22](=[O:24])[CH3:23]

Participants

6

Procedure

13 g of 8-methyl-1-naphthyl acetate and 13.8 g of aluminum chloride were reacted at 140° C. for 4 hours. Water, concentrated hydrochloric acid and ethyl acetate were added to the reaction mixture to dissolve all solid matters, followed by extraction with ethyl acetate. The organic phase was washed with a saturated saline solution, dried with anhydrous magnesium sulfate and concentrated under reduced pressure. The resultant residue was purified by silica gel column chromatography (7% ethyl acetate/hexane) to obtain 5.5 g of the captioned compound as a yellow oily substance.

Workup

  1. dissolutionto dissolve all solid matters
  2. extractionfollowed by extraction with ethyl acetate
  3. washThe organic phase was washed with a saturated saline solution
  4. dry with materialdried with anhydrous magnesium sulfate
  5. concentrationconcentrated under reduced pressure
  6. customThe resultant residue was purified by silica gel column chromatography (7% ethyl acetate/hexane)

Sources & evidence

ORD record
ord-38cfa4e6e8e7415f962dbcaf281b5253
Source dataset
uspto-grants-1992_07
Patent number
US05134111

Reaction notes

Loading…