Pyrrolidine → 1-[4-(pyrrolidin-1-ylsulfonyl)phenyl]ethanone

HRID 866976Notes

Reaction equation

HRID 866976 reaction equation
[NH:1]1[CH2:5][CH2:4][CH2:3][CH2:2]1.[C:6]([C:9]1[CH:14]=[CH:13][C:12]([S:15](Cl)(=[O:17])=[O:16])=[CH:11][CH:10]=1)(=[O:8])[CH3:7]>>[C:6]([C:9]1[CH:10]=[CH:11][C:12]([S:15]([N:1]2[CH2:5][CH2:4][CH2:3][CH2:2]2)(=[O:17])=[O:16])=[CH:13][CH:14]=1)(=[O:8])[CH3:7]

Participants

3

Reactant 2

HCID 31268PyrrolidineHCID 2664184-Acetylbenzenesulfonyl chloride

Product 1

HCID 7876721-[4-(pyrrolidin-1-ylsulfonyl)phenyl]ethanone

Procedure

A solution of 500 ml. of 50% aqueous pyrrolidine is treated in portions with 30.0 g. of 4-acetylbenzenesulfonyl chloride and the solution is stirred at room temperature for 1 hour. The resulting mixture is cooled to 0°-5° C. and the precipitated 1-(4-acetylbenzenesulfonyl)pyrrolidine is collected by filtration, washed with water and dried; m.p. 138°-139° C. after crystallizations from aqueous methanol and from 2-propanol.

Workup

  1. temperatureThe resulting mixture is cooled to 0°-5° C.
  2. filtrationthe precipitated 1-(4-acetylbenzenesulfonyl)pyrrolidine is collected by filtration
  3. washwashed with water
  4. customdried
  5. customm.p. 138°-139° C. after crystallizations from aqueous methanol

Sources & evidence

ORD record
ord-82a381e053ea4e448ea044ada0add055
Source dataset
uspto-grants-1978_07
Patent number
US04101661

Reaction notes

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