Pyrrolidine → HCID 19388011, compound

HRID 1757438Notes

Reaction equation

HRID 1757438 reaction equation
[Cl:1][CH2:2][CH2:3][C:4](=[O:11])[CH2:5][C:6]1[S:7][CH:8]=[CH:9][CH:10]=1.[NH:12]1[CH2:16][CH2:15][CH2:14][CH2:13]1>C1(C)C=CC=CC=1.C(OCC)C>[ClH:1].[N:12]1([CH2:2][CH2:3][C:4](=[O:11])[CH2:5][C:6]2[S:7][CH:8]=[CH:9][CH:10]=2)[CH2:16][CH2:15][CH2:14][CH2:13]1

Participants

5

Reactant 2

HCID 31268PyrrolidineHCID 19388019HCID 19388019, compound

Product 1

HCID 19388011HCID 19388011, compound

Reagents, catalysts & solvents 2

HCID 1140TolueneSolventHCID 3283Diethyl EtherSolvent

Procedure

18.85 g (0.10 mol) of 4-chloro-1-(2-thienyl)butanone are run, over a periodof 30 min, into a solution, maintained at 100° C., of 18.5 ml (0.22 mol) of pyrrolidine in 35 ml of toluene, and the mixture is heated to reflux for 2 hours. The reaction medium is diluted with ethyl ether and the mixture is washed with water. The organic phase is extracted with 2N hydrochloric acid solution which, after alkalinisation with sodium hydroxide, is in turn extracted with ethyl ether. The organic phase is dried over dry sodium sulphate and treated with a solution of hydrogen chloride in isopropanol.

Workup

  1. temperaturethe mixture is heated
  2. temperatureto reflux for 2 hours
  3. washthe mixture is washed with water
  4. extractionThe organic phase is extracted with 2N hydrochloric acid solution which
  5. extractionextracted with ethyl ether
  6. dry with materialThe organic phase is dried over dry sodium sulphate
  7. additiontreated with a solution of hydrogen chloride in isopropanol

Sources & evidence

ORD record
ord-9b9b94e21dd44f3f8f62b237aa215d22
Source dataset
uspto-grants-1995_08
Patent number
US05446060

Reaction notes

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