Hydrochloric Acid → HCID 44595681, compound

HRID 467979Notes

Reaction equation

HRID 467979 reaction equation
O.Cl.[Cl:3][C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([Cl:10])[C:5]=1[CH2:11][C:12]([CH:14]1[CH2:18][CH2:17][N:16](C=C)C1=O)=O>C1COCC1>[Cl:3][C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([Cl:10])[C:5]=1[CH2:11][C:12]1[CH2:14][CH2:18][CH2:17][N:16]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 58409143HCID 58409143, compound

Product 1

HCID 44595681HCID 44595681, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a mixture of water (45 ml) and HCl conc. (45 ml) at reflux temperature was added dropwise during 15 minutes a solution of 3-[2-(2,6-dichloro-phenyl)-acetyl]-1-vinyl-pyrrolidin-2-one (2.98 g; 10 mmol), which was prepared as described in example P19, in THF (25 ml). The solution was concentrated to dryness on a rotary evaporator. The residue was dissolved in dichloromethane (20 ml), washed with water (2×30 ml) and dried over Na2SO4 and filtered through silicagel (5 g). After removal of the solvent 2.60 g (>100% of theory) of 5-(2,6-dichloro-benzyl)-3,4-dihydro-2H-pyrrole was obtained in form of a brown liquid.

Workup

  1. temperatureat reflux temperature
  2. customwas prepared
  3. concentrationThe solution was concentrated to dryness on a rotary evaporator
  4. dissolutionThe residue was dissolved in dichloromethane (20 ml)
  5. washwashed with water (2×30 ml)
  6. dry with materialdried over Na2SO4
  7. filtrationfiltered through silicagel (5 g)
  8. customAfter removal of the solvent 2.60 g (>100% of theory) of 5-(2,6-dichloro-benzyl)-3,4-dihydro-2H-pyrrole
  9. customwas obtained in form of a brown liquid

Sources & evidence

ORD record
ord-819845841d61495f93da3f546933c4af
Source dataset
uspto-grants-2014_01
Patent number
US08623902B2

Reaction notes

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