HCID 21482850, compound → 2-(1-Cyclohexylpyrrolidin-3-yl)-1H-isoindole-1,3(2H)-dione

HRID 1415560Notes

Reaction equation

HRID 1415560 reaction equation
[CH:1]1([N:7]2[CH2:11][CH2:10][CH:9](Cl)[CH2:8]2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[C:13]1(=[O:23])[NH:17][C:16](=[O:18])[C:15]2=[CH:19][CH:20]=[CH:21][CH:22]=[C:14]12.[K]>CS(C)=O>[CH:1]1([N:7]2[CH2:11][CH2:10][CH:9]([N:17]3[C:16](=[O:18])[C:15]4=[CH:19][CH:20]=[CH:21][CH:22]=[C:14]4[C:13]3=[O:23])[CH2:8]2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 21482850HCID 21482850, compoundHCID 24194345Phthalimide potassium salt

Product 1

HCID 2045422-(1-Cyclohexylpyrrolidin-3-yl)-1H-isoindole-1,3(2H)-dione

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

A rapidly stirred suspension of 160 g. of N-cyclohexyl-3-chloropyrrolidine, 148 g. of potassium phthalimide and 700 ml. of dimethyl sulfoxide is heated at 110°-113° C. for 16 hours and filtered while hot. Water is added and the precipitate is filtered off, washed with water, air-dried and recrystallized from iso-octane-benzene to give 1-cyclohexyl-3-phthalimidopyrrolidine.

Workup

  1. additionA rapidly stirred suspension of 160 g
  2. filtrationfiltered while hot
  3. additionWater is added
  4. filtrationthe precipitate is filtered off
  5. washwashed with water
  6. customair-dried
  7. customrecrystallized from iso-octane-benzene

Sources & evidence

ORD record
ord-fdd44d0117cb443a94697c4f952ffcad
Source dataset
uspto-grants-1977_01
Patent number
US04005208

Reaction notes

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