Trifluoroacetic acid → HCID 21896965, compound

HRID 81138Notes

Reaction equation

HRID 81138 reaction equation
[CH3:1][O:2][CH:3]([CH:5]1[CH2:9][CH2:8][CH2:7][N:6]1C(OC(C)(C)C)=O)[CH3:4].C(O)(C(F)(F)F)=O>C(Cl)Cl>[CH3:1][O:2][CH:3]([CH:5]1[CH2:9][CH2:8][CH2:7][NH:6]1)[CH3:4]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 68691414Tert-butyl 2-(1-methoxyethyl)pyrrolidine-1-carboxylate

Product 1

HCID 21896965HCID 21896965, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To tert-butyl 2-(1-methoxyethyl)pyrrolidine-1-carboxylate (827 mg, 3.61 mmol) dissolved in DCM (15 mL) was added TFA (0.83 mL). The mixture was stirred for 16 hours. The reaction was concentrated, diluted with DCM, and washed with HCl (1 N). The combined organic layers were dried over sodium sulfate, filtered, and concentrated under reduced pressure to afford 2-(1-methoxyethyl)pyrrolidine.

Workup

  1. concentrationThe reaction was concentrated
  2. additiondiluted with DCM
  3. washwashed with HCl (1 N)
  4. dry with materialThe combined organic layers were dried over sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-91532fed26cf43009758a8017fbfd980
Source dataset
uspto-grants-2014_09
Patent number
US08846657B2

Reaction notes

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