Benzenesulfonyl chloride → HCID 86660653, compound

HRID 1619305Notes

Reaction equation

HRID 1619305 reaction equation
[OH:1][CH2:2][CH:3]1[NH:7][C:6](=[O:8])[CH2:5][CH2:4]1.CCN(CC)CC.[C:16]1([S:22](Cl)(=[O:24])=[O:23])[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>CC(C)=O>[C:16]1([S:22]([O:1][CH2:2][CH:3]2[CH2:4][CH2:5][C:6](=[O:8])[NH:7]2)(=[O:24])=[O:23])[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

Participants

5

Reactant 3

HCID 7369Benzenesulfonyl chlorideHCID 8471TriethylamineHCID 5583595-(Hydroxymethyl)pyrrolidin-2-one

Product 1

HCID 86660653HCID 86660653, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To a stirred solution of 5-(hydroxymethyl)pyrrolidin-2-one (1.0 g, 8.7 mmol) in acetone (80 mL) was added Et3N (1.8 g, 17.4 mmol) and benzenesulfonyl chloride (3.1 g, 17.4 mmol). The mixture was stirred for 3 h at room temperature. Then the reaction mixture was filtered and concentrated, and the crude product was purified by column chromatography to give the desired product. MS (ESI): 256 (MH+).

Workup

  1. filtrationThen the reaction mixture was filtered
  2. concentrationconcentrated
  3. customthe crude product was purified by column chromatography

Sources & evidence

ORD record
ord-46c894012aa441b195ffdfa321398cd2
Source dataset
uspto-grants-2014_07
Patent number
US08772301B2

Reaction notes

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