1,2-Dichloroethane → Trifluoroacetic acid

HRID 2402856Notes

Reaction equation

HRID 2402856 reaction equation
[C:1]([OH:7])([C:3]([F:6])([F:5])[F:4])=[O:2].[C:8](=O)([O-])[NH2:9].Cl[CH2:13][CH2:14]Cl>>[C:1]([OH:7])([C:3]([F:6])([F:5])[F:4])=[O:2].[NH:9]1[CH2:8][CH2:14][CH2:13][CH2:1]1

Participants

5

Reactant 3

HCID 111,2-DichloroethaneHCID 276CarbamateHCID 6422Trifluoroacetic acid

Product 2

HCID 6422Trifluoroacetic acidHCID 31268Pyrrolidine

Procedure

TFA (3 mL, 38.9 mmol) was added to a stirred solution of carbamate J3b (316 mg, 0.470 mmol) in DCE (7 mL) and the reaction was stirred at rt for 1 h. The reaction mixture was concentrated under vacuum to yield a TFA salt of pyrrolidine J3c (360 mg) as a yellow solid.

Workup

  1. concentrationThe reaction mixture was concentrated under vacuum

Sources & evidence

ORD record
ord-bc2766b373ae4423b2fae6c7458e95cc
Source dataset
uspto-grants-2014_08
Patent number
US08796466B2

Reaction notes

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