Reaction #1178452

ord-97a63253abbc4eb99036d1868721737c

Reaction equation

CC(C)(C)OC(=O)N1CCC[C@@H]1C(=O)Nc1ccc(Cl)cc1
tert-butyl (R)-2-(4-chlorophenylcarbamoyl)pyrrolidine-1-carboxylate
→
O=C(Nc1ccc(Cl)cc1)[C@H]1CCC[NH2+]1.[Cl-]
(R)-2-(4-chlorophenylcarbamoyl)pyrrolidinium chloride

Reactants

CC(C)(C)OC(=O)N1CCC[C@@H]1C(=O)Nc1ccc(Cl)cc1
tert-butyl (R)-2-(4-chlorophenylcarbamoyl)pyrrolidine-1-carboxylate

Reagents

None

Solvents

Cl
HCl
C1COCCO1
dioxane

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    OtherThe reaction mixture is evaporated
  2. 2
    Otherdried

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.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08129373B2uspto-grants-2012_03