Trifluoroacetic acid → 3-(2,3-Difluorophenyl)pyrrolidin-3-ol

HRID 1931864Notes

Reaction equation

HRID 1931864 reaction equation
[F:1][C:2]1[C:7]([F:8])=[CH:6][CH:5]=[CH:4][C:3]=1[C:9]1([OH:21])[CH2:13][CH2:12][N:11](C(OC(C)(C)C)=O)[CH2:10]1.FC(F)(F)C(O)=O>ClCCl>[F:1][C:2]1[C:7]([F:8])=[CH:6][CH:5]=[CH:4][C:3]=1[C:9]1([OH:21])[CH2:13][CH2:12][NH:11][CH2:10]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 67403422HCID 67403422, compound

Product 1

HCID 639883833-(2,3-Difluorophenyl)pyrrolidin-3-ol

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Preparation according to Preparation 2: tert-butyl 3-(2,3-difluorophenyl)-3-hydroxy-pyrrolidin-1-carboxylate (1.72 g, 5.75 mmol), dichloromethane (3 mL) and trifluoroacetic acid (3 mL). Stirred for 3 h. Yield: 0.31 g. MS m/z (rel. intensity, 70 eV) 199 (M+, bp), 141 (87), 127 (60), 114 (38), 113 (63).

Workup

  1. customPreparation
  2. customaccording to Preparation 2

Sources & evidence

ORD record
ord-c269895c13db44fbb5477d520de7c558
Source dataset
uspto-grants-2012_05
Patent number
US08188301B2

Reaction notes

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