Chlorosulfonic acid → HCID 59466191, compound

HRID 1715943Notes

Reaction equation

HRID 1715943 reaction equation
[F:1][C:2]([F:17])([F:16])[C:3]([N:5]1[CH2:9][CH2:8][CH2:7][CH:6]1[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)=[O:4].[Cl:18][S:19](O)(=[O:21])=[O:20]>>[F:17][C:2]([F:1])([F:16])[C:3]([N:5]1[CH2:9][CH2:8][CH2:7][CH:6]1[C:10]1[CH:15]=[CH:14][C:13]([S:19]([Cl:18])(=[O:21])=[O:20])=[CH:12][CH:11]=1)=[O:4]

Participants

3

Reactant 2

HCID 24638Chlorosulfonic acidHCID 13496904HCID 13496904, compound

Product 1

HCID 59466191HCID 59466191, compound

Conditions

Temperature
25 °C

Procedure

At 0° C., 2,2,2-trifluoro-1-(2-phenylpyrrolidin-1-yl)ethanone (2.0 g, 8.2 mmol) was added to chlorosulfonic acid (10 mL) and allowed to warm to 25° C. over 30 min. Then the mixture was poured into ice water and extracted with EtOAc. The organic layer was concentrated to obtain 4-(1-(2,2,2-trifluoroacetyl)pyrrolidin-2-yl)benzene-1-sulfonyl chloride as a clear oil which was used in the next reaction step without further purification.

Workup

  1. extractionextracted with EtOAc
  2. concentrationThe organic layer was concentrated

Sources & evidence

ORD record
ord-aff82319409549cbb45b9c11cb890f61
Source dataset
uspto-grants-2010_09
Patent number
US07799822B2

Reaction notes

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