tert-butyl (R)-2-(4-chlorophenylcarbamoyl)pyrrolidine-1-carboxylate → (R)-2-(4-chlorophenylcarbamoyl)pyrrolidinium chloride

HRID 602343Notes

Reaction equation

HRID 602343 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]([C@H:11]2[CH2:15][CH2:14][CH2:13][N:12]2C(OC(C)(C)C)=O)=[O:10])=[CH:4][CH:3]=1>Cl.O1CCOCC1>[Cl-:1].[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([NH:8][C:9]([C@H:11]2[CH2:15][CH2:14][CH2:13][NH2+:12]2)=[O:10])=[CH:6][CH:7]=1

Participants

4

Reactant 1

HCID 9138711tert-butyl (R)-2-(4-chlorophenylcarbamoyl)pyrrolidine-1-carboxylate

Product 1

HCID 86607080(R)-2-(4-chlorophenylcarbamoyl)pyrrolidinium chloride

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 312751,4-DioxaneSolvent

Procedure

4.00 g (12.3 mmol) of tert-butyl (R)-2-(4-chlorophenylcarbamoyl)pyrrolidine-1-carboxylate are dissolved in 20 ml of 4N HCl in dioxane and left at room temperature for 2 hours. The reaction mixture is evaporated and dried, giving (R)-2-(4-chlorophenylcarbamoyl)pyrrolidinium chloride as a slightly brownish solid; ESI 225.

Workup

  1. customThe reaction mixture is evaporated
  2. customdried

Sources & evidence

ORD record
ord-d2ff1e1cad3a49b6b083bc46af3bb1f2
Source dataset
uspto-grants-2011_03
Patent number
US07906516B2

Reaction notes

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