Trifluoroacetic acid → 3-isopropenyl-2,5-dihydro-1H-pyrrole trifluoroacetate

HRID 504397Notes

Reaction equation

HRID 504397 reaction equation
O[C:2]1([C:14]([CH3:16])=[CH2:15])[CH2:6][CH2:5][N:4](C(OC(C)(C)C)=O)[CH2:3]1.[F:17][C:18]([F:23])([F:22])[C:19]([OH:21])=[O:20].[Al]>>[F:17][C:18]([F:23])([F:22])[C:19]([OH:21])=[O:20].[C:14]([C:2]1[CH2:3][NH:4][CH2:5][CH:6]=1)([CH3:16])=[CH2:15]

Participants

4

Reactant 3

HCID 6422Trifluoroacetic acidHCID 5359268AluminumHCID 66661850Tert-butyl 3-hydroxy-3-isopropenylpyrrolidine-1-carboxylate

Product 1

HCID 666625073-isopropenyl-2,5-dihydro-1H-pyrrole trifluoroacetate

Procedure

tert-Butyl 3-hydroxy-3-isopropenylpyrrolidine-1-carboxylate (1.51 g, 0.00664 mol) was dissolved in trifluoroacetic acid (10.0 mL, 0.130 mol) under N2 at rt. The reaction flask was wrapped with aluminum foil and the mixture was stirred overnight. The reaction mixture was then concentrated in vacuo and the residue was used directly in the next step without further purification.

Workup

  1. concentrationThe reaction mixture was then concentrated in vacuo
  2. customthe residue was used directly in the next step without further purification

Sources & evidence

ORD record
ord-1bb59eebda94427f9f94fac7a8d31d9e
Source dataset
uspto-grants-2010_08
Patent number
US07776874B2

Reaction notes

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