Trifluoroacetic acid → (S)-Methyl 2,4,4-trimethylpyrrolidine-2-carboxylate

HRID 1961404Notes

Reaction equation

HRID 1961404 reaction equation
[CH3:1][C@@:2]1([C:16]([O:18][CH3:19])=[O:17])[CH2:6][C:5]([CH3:8])([CH3:7])[CH2:4][N:3]1C(OC(C)(C)C)=O.C(O)(C(F)(F)F)=O>C(Cl)Cl>[CH3:1][C@@:2]1([C:16]([O:18][CH3:19])=[O:17])[CH2:6][C:5]([CH3:7])([CH3:8])[CH2:4][NH:3]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 68474517(S)-1-tert-butyl 2-methyl 2,4,4-trimethylpyrrolidine-1,2-dicarboxylate

Product 1

HCID 59436386(S)-Methyl 2,4,4-trimethylpyrrolidine-2-carboxylate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a stirred solution of (S)-1-tert-butyl 2-methyl 2,4,4-trimethylpyrrolidine-1,2-dicarboxylate 106D in CH2Cl2 (60 ml) was added TFA (10 mL). The reaction mixture was stirred at room temperature overnight and concentrated. The residue was used for the next step without purification.

Workup

  1. concentrationconcentrated
  2. customThe residue was used for the next step without purification

Sources & evidence

ORD record
ord-ea47e503766a446697f9f27244e5cca6
Source dataset
uspto-grants-2013_04
Patent number
US08415340B2

Reaction notes

Loading…