7-Nitro-1-tetralone → HCID 87898979, compound

HRID 1837517Notes

Reaction equation

HRID 1837517 reaction equation
[F:1][C:2]([F:15])([F:14])[S:3]([O:6]S(C(F)(F)F)(=O)=O)(=[O:5])=[O:4].[N+:16]([C:19]1[CH:28]=[C:27]2[C:22]([CH2:23][CH2:24][CH2:25][C:26]2=O)=[CH:21][CH:20]=1)([O-:18])=[O:17].C(C1C=C(C)C=C(C(C)(C)C)N=1)(C)(C)C>ClCCl>[N+:16]([C:19]1[CH:20]=[CH:21][CH:22]2[CH:27]([CH:28]=1)[C:26]([O:6][S:3]([C:2]([F:15])([F:14])[F:1])(=[O:5])=[O:4])=[CH:25][CH2:24][CH2:23]2)([O-:18])=[O:17]

Participants

5

Reactant 3

HCID 384457-Nitro-1-tetraloneHCID 67749Trifluoromethanesulfonic anhydrideHCID 988982,6-Di-tert-butyl-4-methylpyridine

Product 1

HCID 87898979HCID 87898979, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

9.8 ml of trifluoromethanesulphonic anhydride are poured at 0° C. into a solution of 10 g of 7-nitrotetralone and 11.8 g of 2,6-di-tert-butyl-4-methylpyridine in 365 ml of dichloromethane. After 24 hours at ambient temperature, concentration to dryness and taking up the residue in 200 ml of pentane at reflux for 30 minutes, the precipitate formed is filtered off. The organic phase is washed with a 1N hydrochloric acid solution and then with water, dried over magnesium sulphate and concentrated.

Workup

  1. concentrationconcentration to dryness
  2. temperatureat reflux for 30 minutes
  3. customthe precipitate formed
  4. filtrationis filtered off
  5. washThe organic phase is washed with a 1N hydrochloric acid solution
  6. dry with materialwith water, dried over magnesium sulphate
  7. concentrationconcentrated

Sources & evidence

ORD record
ord-c4e74e84a55445eeac3e0ecf363ddcfb
Source dataset
uspto-grants-2004_08
Patent number
US06784183B2

Reaction notes

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