p-Bromobenzenesulfonyl chloride → 1-(4-Bromobenzene-1-sulfonyl)pyrrolidine

HRID 1694728Notes

Reaction equation

HRID 1694728 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([S:8](Cl)(=[O:10])=[O:9])=[CH:4][CH:3]=1.[NH:12]1[CH2:16][CH2:15][CH2:14][CH2:13]1>C(#N)C>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([N:12]2[CH2:16][CH2:15][CH2:14][CH2:13]2)(=[O:10])=[O:9])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 7396p-Bromobenzenesulfonyl chlorideHCID 31268Pyrrolidine

Product 1

HCID 7386181-(4-Bromobenzene-1-sulfonyl)pyrrolidine

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A solution of 4-bromobenzenesulphonyl chloride (0.5 g) and pyrrolidine (0.284 g) in acetonitrile (5 ml) were stirred at RT for 48 h then partitioned between ethylacetate and water. The organics were separated, washed with water, dried and evaporated under reduced pressure. The residue was triturated with isohexane and filtered, yield 0.5 g.

Workup

  1. customthen partitioned between ethylacetate and water
  2. customThe organics were separated
  3. washwashed with water
  4. customdried
  5. customevaporated under reduced pressure
  6. customThe residue was triturated with isohexane
  7. filtrationfiltered

Sources & evidence

ORD record
ord-f702b8bd7fff4025a58502bcb39fb7f7
Source dataset
uspto-grants-2012_04
Patent number
US08158820B2

Reaction notes

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