1-Phenyl-1-propanone → HCID 13322445, compound

HRID 2308765Notes

Reaction equation

HRID 2308765 reaction equation
[C:1]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)(=[O:4])[CH2:2][CH3:3].N1[CH2:15][CH2:14][CH2:13][C:12]1=[O:16].[CH2:17]1[CH2:22]NC(=O)[CH2:18]1.[Br:23][Br-]Br.[O:26]1[CH2:30]CCC1>>[Br:23][CH:2]([CH3:3])[C:1]([C:5]1[CH:10]=[CH:9][C:8]([O:16][CH2:12][C:13]2[CH:18]=[CH:17][CH:22]=[CH:15][CH:14]=2)=[C:7]([CH2:30][OH:26])[CH:6]=1)=[O:4]

Participants

4

Reactant 3

HCID 71481-Phenyl-1-propanoneHCID 8028TetrahydrofuranHCID 120252-Pyrrolidone

Product 1

HCID 13322445HCID 13322445, compound

Procedure

200 ml of tetrahydrofuran and 6 g of the previously prepared propiophenone are placed in a 500 ml conical flask. 2.07 g (1.84 ml) of pyrrolidinone and 12.05 g of pyrrolidinone hydrotribromide are added and the mixture is heated under reflux for one hour. A whitish precipitate forms and is filtered off, the filtrate is evaporated to dryness, the residual oil is taken up in chloroform and the organic phase thus obtained is washed, dried and evaporated and the residue crystallized from a mixture of toluene and pentane. 7 g of a product which melts at 80° C. are thus isolated.

Workup

  1. temperaturethe mixture is heated
  2. temperatureunder reflux for one hour
  3. filtrationA whitish precipitate forms and is filtered off
  4. customthe filtrate is evaporated to dryness
  5. customthe organic phase thus obtained
  6. washis washed
  7. customdried
  8. customevaporated
  9. customthe residue crystallized from a mixture of toluene and pentane

Sources & evidence

ORD record
ord-2d245d50d61142f4884a1f894c403005
Source dataset
uspto-grants-1987_09
Patent number
US04690931

Reaction notes

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